Active compound combinations comprising carboxamide derivatives

ABSTRACT

The present invention relates to active compound combinations, in particular within a composition, which comprises (A) a N-cyclopropyl-N-[substituted-benzyl]-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide or thiocarboxamide derivative of formula (I) and (B) a further herbicidally active compound or (C) a plant growth regulator and/or (D) a safener for reducing phytotoxic actions of agrochemicals. Moreover, the invention relates to a method for curatively or preventively controlling the phytopathogenic fungi of plants or crops, to the use of a combination according to the invention for the treatment of seed, to a method for protecting a seed and not at least to the treated seed.

CROSS-REFERENCE TO RELATED APPLICATION(S)

The present application is a 35 U.S.C. §371 national phase conversion ofPCT/EP2013/071694 filed on Oct. 17, 2013, which claims priority ofEuropean Application No. 12356025.2 filed on Oct. 19, 2012 and U.S.Provisional Application No. 61/730,251 filed on Nov. 27, 2012.Applicants claim priority to each of the foregoing applications. The PCTInternational Application was published in the English language.

The present invention relates to active compound combinations, inparticular within a composition, which comprises (A)) aN-cyclopropyl-N-[substituted-benzyl]-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamideor thiocarboxamide derivative and (B) a further herbicidally activecompound or (C) a plant growth regulator and/or (D) a safener forreducing phytotoxic actions of agrochemicals. Moreover, the inventionrelates to a method for curatively or preventively controlling thephytopathogenic fungi of plants or crops, to the use of a combinationaccording to the invention for the treatment of seed, to a method forprotecting a seed and not at least to the treated seed.

N-cyclopropyl-N-[substituted-benzyl]-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamideor thiocarboxamide derivatives, their preparation from commerciallyavailable materials and their use as fungicides are disclosed inWO2007/087906, WO2009/016220, WO2010/130767 and EP2251331. It is alsoknown that these compounds can be used as fungicides and mixed withother fungicides or insecticides (cf. patent applicationsPCT/EP2012/001676 and PCT/EP2012/001674). Since the environmental andeconomic requirements imposed on modern-day crop protection compositionsare continually increasing, with regard, for example, to the spectrum ofaction, toxicity, selectivity, application rate, formation of residues,and favorable preparation ability, and since, furthermore, there may beproblems, for example, with resistances, a constant task is to developnew compositions, in particular fungicidal agents, which in some areasat least help to fulfill the abovementioned requirements. The presentinvention provides active compound combinations/compositions which insome aspects at least achieve the stated objective.

When controlling unwanted organisms in crops of plants which are usefulfor agriculture or forestry by using pesticides, the useful plants aresometimes also damaged to a greater or lesser extent by the pesticidesemployed. This unwanted phytotoxic effect is encountered in particularwith the use of a considerable number of herbicides in crops of usefulplants such as, for example, corn, rice or cereals- and there primarilyin the post-emergence application. In some instances, the useful plantscan be protected against the phytotoxic properties of the pesticides byemploying safeners or antidotes, without diminishing or substantiallyimpairing the pesticidal activity against the harmful organisms. In somecases, even an improved pesticidal action against harmful organisms suchas weeds was observed.

It has now been found, surprisingly, that the combinations according tothe invention not only bring about the additive enhancement of thespectrum of action with respect to the phytopathogen to be controlledthat was in principle to be expected but achieves a synergistic effectwhich extends the range of action of the component (A) and of thecomponent (B) in two ways. Firstly, the rates of application of thecomponent (A) and of the component (B) are lowered whilst the actionremains equally good. Secondly, the combination still achieves a highdegree of phytopathogen control even where the two individual compoundshave become totally ineffective in such a low application rate range.This allows, on the one hand, a substantial broadening of the spectrumof phytopathogens that can be controlled and, on the other hand,increased safety in use.

In addition to the fungicidal synergistic activity, the active compoundcombinations according to the invention have further surprisingproperties which, in a wider sense, may also be called synergistic, suchas, for example: broadening of the activity spectrum to otherphytopathogens, for example to resistant strains of plant diseases;lower application rates of the active compounds; sufficient control ofpests with the aid of the active compound combinations according to theinvention even at application rates where the individual compounds showno or virtually no activity; advantageous behavior during formulation orduring use, for example during grinding, sieving, emulsifying,dissolving or dispensing; improved storage stability and lightstability; advantageous residue formation; improved toxicological orecotoxicological behavior; improved properties of the plant, for examplebetter growth, increased harvest yields, a better developed root system,a larger leaf area, greener leaves, stronger shoots, less seed required,lower phytotoxicity, mobilization of the defense system of the plant,good compatibility with plants. Thus, the use of the active compoundcombinations or compositions according to the invention contributesconsiderably to keeping young cereal stands healthy, which increases,for example, the winter survival of the cereal seed treated, and alsosafeguards quality and yield. Moreover, the active compound combinationsaccording to the invention may contribute to enhanced systemic action.Even if the individual compounds of the combination have no sufficientsystemic properties, the active compound combinations according to theinvention may still have this property. In a similar manner, the activecompound combinations according to the invention may result in higherpersistency of the fungicidal action.

Accordingly, the present invention provides a combination comprising:

(A) at least one derivative of formula (I)

wherein T represents an oxygen or a sulfur atom and X is selected fromthe list of 2-isopropyl, 2-cyclopropyl, 2-tert-butyl, 5-chloro-2-ethyl,5-chloro-2-isopropyl, 2-ethyl-5-fluoro, 5-fluoro-2-isopropyl,2-cyclopropyl-5-fluoro, 2-cyclopentyl-5-fluoro, 2-fluoro-6-isopropyl,2-ethyl-5-methyl, 2-isopropyl-5-methyl, 2-cyclopropyl-5-methyl,2-tert-butyl-5-methyl, 5-chloro-2-(trifluoromethyl),5-methyl-2-(trifluoromethyl), 2-chloro-6-(trifluoromethyl),3-chloro-2-fluoro-6-(trifluoromethyl) and 2-ethyl-4,5-dimethyl, or anagrochemically acceptable salt thereof,and(B) at least one further herbicidally active compoundor(C) at least one plant growth regulatorand/or(D) at least one safener for reducing phytotoxic actions ofagrochemicals.

Preference is given to combinations comprising at least one compound ofthe formula (I) selected from the group consisting of:

-   N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide    (compound A1),-   N-cyclopropyl-N-(2-cyclopropylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide    (compound A2),-   N-(2-tert-butylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide    (compound A3),-   N-(5-chloro-2-ethylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide    (compound A4),-   N-(5-chloro-2-isopropylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide    (compound A5),-   N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide    (compound A6),-   N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(5-fluoro-2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide    (compound A7),-   N-cyclopropyl-N-(2-cyclopropyl-5-fluorobenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide    (compound A8),-   N-(2-cyclopentyl-5-fluorobenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide    (compound A9),-   N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide    (compound A10),-   N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-methylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide    (compound A11),-   N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropyl-5-methylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide    (compound A12),-   N-cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide    (compound A13),-   N-(2-tert-butyl-5-methylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide    (compound A14),-   N-[5-chloro-2-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide    (compound A15),-   N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazole-4-carboxamide    (compound A16),-   N-[2-chloro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide    (compound A17),-   N-[3-chloro-2-fluoro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide    (compound A18).-   N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide    (compound A19),-   and    N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carbothioamide    (compound A20).

Suitable as combination partners for the activeN-cyclopropyl-N-[substituted-benzyl]-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamideor thiocarboxamide derivatives of formula (I) in formulations ofmixtures or in tank-mixes are, for example, known, preferablyherbicidally active compounds whose action is based on the inhibitionof, for example, acetolactate synthase, acetyl-coenzyme-A carboxylase,PS I, PS II, HPPDO, phytoene desaturase, protoporphyrinogen oxidase,glutamine synthetase, cellulose biosynthesis, 5-enolpyruvylshikimate3-phosphate synthetase. Such compounds and also other compounds whichcan be used, in some cases having an unknown or a different mechanism ofaction, are described, for example, in Weed Research 26, 441-445 (1986),or in “The Pesticide Manual”, 12th edition 2000, or 13th edition 2003 or14th edition 2006/2007, or in the corresponding “e-Pesticide Manual”,version 4 (2006), all published by the British Crop Protection Council,(hereinbelow also referred to in short as “PM”), and in the literaturecited therein. Lists of “common names” are also available in “TheCompendium of Pesticide Common Names” on the Internet.

Examples of herbicides known from the literature and also safeners,which may be combined with theN-cyclopropyl-N-[substituted-benzyl]-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamideor thiocarboxamide derivatives of formula (I) are the active compoundsindicated herein (note: the compounds are referred to either by the“common name” according to the International Organization forStandardization (ISO) or by the chemical name, if appropriate togetherwith a customary code number):

acetochlor; acibenzolar-S-methyl; acifluorfen(-sodium); aclonifen;AD-67; AKH 7088, i.e.[[[1-[5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrophenyl]-2-methoxyethylidene]amino]oxy]aceticacid and methyl[[[1-[5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrophenyl]-2-methoxyethylidene]-amino]oxy]acetate;alachlor; alloxydim(-sodium); ametryn; amicarbazone, amidochlor,amidosulfuron; aminopyralid; amitrol; AMS, i.e. ammonium sulfamate;ancimidol; anilofos; asulam; atrazine; aviglycine; azafenidin,azimsulfuron (DPX-A8947); aziprotryn; barban; BAS 516 H, i.e.5-fluoro-2-phenyl-4H-3,1-benzoxazin-4-one; beflubutamid (UBH-509),benazolin(-ethyl); bencarbazone; benfluralin; benfuresate; benoxacor;bensulfuron(-methyl); bensulide; bentazone; benzfendizone;benzobicyclon, benzofenap; benzofluor; benzoylprop(-ethyl);benzthiazuron; bialaphos; bifenox; bispyribac(-sodium) (KIH-2023);borax; bromacil; bromobutide; bromofenoxim; bromoxynil; bromuron;buminafos; busoxinone; butachlor; butafenacil, butamifos; butenachlor(KH-218); buthidazole; butralin; butroxydim, butylate; cafenstrole(CH-900); carbetamide; carfentrazone(-ethyl); CDAA, i.e.2-chloro-N,N-di-2-propenylacetamide; CDEC, i.e. 2-chlorallyldiethyldithiocarbamate; chlomethoxyfen; chloramben; chlorazifop-butyl,chlorbromuron; chlorbufam; chlorfenac; chlorfenprop;chlorflurecol(-methyl); chlorflurenol(-methyl); chloridazon; chlorimuron(-ethyl); chlormequat (-chloride); chlornitrofen; chlorophthalim(MK-616); chlorotoluron; chloroxuron; chlorpropham; chlorsulfuron;chlorthal-dimethyl; chlorthiamid; chlortoluron, cinidon (-methyl and-ethyl), cinmethylin; cinosulfuron; clefoxydim, clethodim; clodinafopand its ester derivatives (for example clodinafop-propargyl); clofencet;clomazone; clomeprop; cloprop; cloproxydim; clopyralid;clopyrasulfuron(methyl), cloquintocet(-mexyl); cloransulam(-methyl),cumyluron (JC 940); cyanamide; cyanazine; cycloate; cyclosulfamuron (AC104); cycloxydim; cycluron; cyhalofop and its ester derivatives (forexample the butyl ester, DEH-112); cyperquat; cyprazine; cyprazole;cyprosulfamide; daimuron; 2,4-D, 2,4-DB; dalapon; daminozide; dazomet;n-decanol; desmedipham; desmetryn; di-allate; dicamba; dichlobenil;dichlormid; dichlorprop(-P) salts; diclofop and its esters, such asdiclofop-methyl; diclofop-P(-methyl); diclosulam, diethatyl(-ethyl);difenoxuron; difenzoquat(metilsulfate); diflufenican;diflufenzopyr(-sodium); dimefuron; dimepiperate, dimethachlor;dimethametryn; dimethazone; dimethenamid (SAN-582H); dimethenamide-P;dimethylarsinic acid; dimethipin; dimetrasulfuron, dinitramine; dinoseb;dinoterb; diphenamid; dipropetryn; diquat salts; dithiopyr; diuron;DNOC; eglinazineethyl; EL 77, i.e.5-cyano-1-(1,1-dimethylethyl)-N-methyl-1H-pyrazole-4-carboxamide;endothal; epoprodan, EPTC; esprocarb; ethalfluralin;ethametsulfuron-methyl; ethephon; ethidimuron; ethiozin; ethofumesate;ethoxyfen and its esters (for example the ethyl ester, HN-252);ethoxysulfuron, etobenzanid (HW 52); F5231, i.e.N-[2-chloro-4-fluoro-5-[4-(3-fluoropropyl)-4,5-dihydro-5-oxo-1H-tetrazol-1-yl]phenyl]ethanesulfonamide;fenchlorazole(-ethyl); fenclorim; fenoprop; fenoxan, fenoxaprop andfenoxaprop-P and also their esters, for example fenoxaprop-P-ethyl andfenoxaprop-ethyl; fenoxydim; fentrazamide, fenuron; ferrous sulfate;flamprop(-methyl or -isopropyl or -isopropyl-L); flamprop-M(-methyl or-isopropyl); flazasulfuron; florasulam, fluazifop and fluazifop-P andtheir esters, for example fluazifop-butyl and fluazifop-P-butyl;fluazolate, flucarbazone(-sodium), flucetosulfuron; fluchloralin;flufenacet; flufenpyr(-ethyl); flumetralin; flumetsulam; flumeturon;flumiclorac(pentyl), flumioxazin (S-482); flumipropyn; fluometuron,fluorochloridone, fluorodifen; fluoroglycofen(-ethyl); flupoxam(KNW-739); flupropacil (UBIC-4243); flupropanoate;flupyrsulfuron(methyl)(-sodium); flurazole; flurenol(-butyl); fluridone;flurochloridone; fluroxypyr(-meptyl); flurprimidol, flurtamone;fluthiacet(-methyl) (KIH-9201); fluthiamide, fluxofenim; fomesafen;foramsulfuron, forchlorfenuron; fosamine; furilazole; furyloxyfen;gibberillic acid; glufosinate(-ammonium);glyphosate(-isopropylammonium); halosafen; halosulfuron(-methyl);haloxyfop and its esters; haloxyfop-P (=R-haloxyfop) and its esters;HC-252; hexazinone; imazamethabenz(-methyl); imaza-methapyr, imazamox,imazapic, imazapyr; imazaquin and salts, such as the ammonium salt;imazethamethapyr; imazethapyr; imazosulfuron; inabenfide; indanofan;indole-3-acetic acid; 4-indol-3-ylbutyric acid;iodosulfuron-methyl(-sodium); ioxynil; isocarbamid; isopropalin;isoproturon; isouron; isoxaben; isoxachlortole, isoxadifen(-ethyl);isoxaflutole, isoxapyrifop; karbutilate; lactofen; lenacil; linuron;maleic hydrazide (MH), MCPA; MCPB; mecoprop(-P); mefenacet;mefenpyr(-diethyl); mefluidid; mepiquat(-chloride);mesosulfuron(-methyl); mesotrione, metam; metamifop; metamitron;metazachlor; methabenzthiazuron; metham; methazole; methoxyphenone;methylarsonic acid; methylcyclopropene; methyldymron, methylisothiocyanate; methabenzthiazuron; metobenzuron; metobromuron;(alpha-)-metolachlor; metosulam (XRD 511); metoxuron; metribuzin;metsulfuron-methyl; molinate; monalide; monocarbamide dihydrogensulfate;monolinuron; monuron; MT 128, i.e. 6-chloro-N-(3-chloro-2-propenyl)-5-methyl-N-phenyl-3-pyridazinamine; MT 5950, i.e.N-[3-chloro-4-(1-methylethyl)phenyl]-2-methylpentanamide; naproanilide;napropamide; naptalam; NC 310, i.e.4-(2,4-dichlorobenzoyl)-1-methyl-5-benzyloxypyrazole; neburon;nicosulfuron; nipyraclofen; nitralin; nitrofen; nitrophenolate mixture;nitrofluorfen; nonanoic acid; norflurazon; orbencarb; orthasulfamuron;oxabetrinil; oryzalin; oxadiargyl (RP-020630); oxadiazon; oxasulfuron,oxaziclomefone, oxyfluorfen; paclobutrazol; paraquat(dichloride);pebulate; pelargonic acid, pendimethalin; penoxsulam; pentachlorophenol;pentanochlor; pentoxazone, perfluidone; pethoxamid; phenisopham;phenmedipham; picloram; picolinafen, pinoxaden, piperophos;piributicarb; pirifenop-butyl; pretilachlor; primisulfuron(-methyl);probenazole; procarbazone-(sodium), procyazine; prodiamine; profluralin;profoxydim; prohexadione(-calcium); prohydrojasmon;proglinazine(-ethyl); prometon; prometryn; propachlor; propanil;propaquizafop; propazine; propham; propisochlor;propoxycarbazone(-sodium) (MKH-6561); npropyl dihydrojasmonate;propyzamide; prosulfalin; prosulfocarb; prosulfuron (CGA-152005);prynachlor; pyraclonil; pyraflufen(-ethyl) (ET-751); pyrasulfotole;pyrazolynate; pyrazon; pyrazosulfuron(-ethyl); pyrazoxyfen;pyribenzoxim, pyributicarb, pyridafol, pyridate; pyriftalid;pyriminobac(methyl) (KIH-6127); pyrimisulfan (KIH-5996);pyrithiobac(-sodium) (KIH-2031); pyroxasulfone (KIH-485); pyroxofop andits esters (for example the propargyl ester); pyroxsulam; quinclorac;quinmerac; quinoclamine, quinofop and its ester derivatives, quizalofopand quizalofop-P and and their ester derivatives, for examplequizalofop-ethyl; quizalofop-P-tefuiyl and -ethyl; renriduron;rimsulfuron (DPX-E 9636); S 275, i.e.2-[4-chloro-2-fluoro-5-(2-propynyloxyl)phenyl]-4,5,6,7-tetrahydro-2H-indazole;saflufenacil, secbumeton; sethoxydim; siduron; simazine; simetryn;sintofen; SN 106279, i.e.2-[[7-[2-chloro-4-(trifluoromethyl)phenoxy]-2-naphthalenyl]oxy]propanoicacid and methyl2-[[7-[2-chloro-4-(trifluoromethyl)phenoxy]-2-naphthalenyl]oxy]propanoate;sulcotrione, sulfentrazone (FMC-97285, F-6285); sulfazuron;sulfometuron(-methyl); sulfosate (ICI-A0224); sulfosulfuron, TCA;tebutam (GCP-5544); tebuthiuron; tecnacene; tembotrione; tefuryltrione;tepraloxydim, terbacil; terbucarb; terbuchlor; terbumeton;terbuthylazine; terbutryn; TFH 450, i.e.N,N-diethyl-3-[(2-ethyl-6-methylphenyl)sulfonyl]-1H-1,2,4-triazole-1-carboxamide;thenylchlor (NSK-850); thiafluamide, thiazafluron; thiazopyr(Mon-13200); thidiazimin (SN-24085); thidiazuron; thiencarbazone-methyl;thifensulfuron(-methyl); thiobencarb; Ti 35; tiocarbazil; topramezone;tralkoxydim; tri-allate; triasulfuron; triaziflam, triazofenamide;tribenuron(-methyl); triclopyr; tridiphane; trietazine;trifloxysulfuron; trifluralin; triflusulfuron and esters (for examplethe methyl ester, DPX-66037); trimeturon; trinexapac; tritosulfuron,tsitodef; uniconazole; vernolate; WL 110547, i.e.5-phenoxy-1-[3-(trifluoromethyl)phenyl]-1H-tetrazole; D-489; LS 82-556;KPP-300; NC-324; NC-330; DPX-N8189; SC-0774; DOWCO-535; DK-8910;V-53482; PP-600 and MBH-001.

Herbicides of Group (B) which are suitable for combination with theN-cyclopropyl-N-[substituted-benzyl]-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamideor thiocarboxamide derivatives of formula (I) are preferably selectedfrom the group consisting of:

-   (B-1) Herbicides of the type of the phenoxyphenoxy- and    heteroaryloxyphenoxycarboxylic acid derivatives selected from the    group consisting of    -   (B-1.1) phenoxyphenoxy- and benzyloxyphenoxycarboxylic acid        derivatives, for example (B-1.1.1) methyl        2-(4-(2,4-dichlorophenoxyl)phenoxy)propionate (diclofop-methyl),        (B-1.1.2) methyl        2-(4-(4-bromo-2-chlorophenoxy)phenoxy)propionate (DE-A 26 01        548), (B-1.1.3) methyl        2-(4-(4-bromo-2-fluorophenoxy)phenoxy)propionate (U.S. Pat. No.        4,808,750), (B-1.1.4) methyl        2-(4-(2-chloro-4-trifluoromethylphenoxy)phenoxy)propionate (DE-A        24 33 067), (B-1.1.5) methyl        2-(4-(2-fluoro-4-trifluoromethylphenoxy)phenoxy)propionate (U.S.        Pat. No. 4,808,750), (B-1.1.6) methyl        2-(4-(2,4-dichlorobenzyl)phenoxy)propionate (DE-A 24 17 487),        (B-1.1.7) ethyl        4-(4-(4-trifluoromethylphenoxy)phenoxy)pent-2-enoate, (B-1.1.8)        methyl 2-(4-(4-trifluoromethylphenoxy)phenoxy)propionate (DE-A        24 33 067), (B-1.1.9) butyl        (R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propionate        (cyhalofop-butyl);    -   (B-1.2) “monocyclic” heteroaryloxyphenoxyalkanecarboxylic acid        derivatives, for example (B-1.2.1) ethyl        2-(4-(3,5-dichloropyridyl-2-oxy)phenoxy)propionate (EP-A 0 002        925), (B-1.2.2) propargyl        2-(4-(3,5-dichloropyridyl-2-oxy)phenoxy)propionate (EP-A 0 003        114), (B-1.2.3) methyl (RS)- or        (R)-2-(4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy)propionate        (haloxyfop-methyl or haloxyfop-P-methyl), (B-1.2.4) ethyl        2-(4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy)propionate        (EP-A 0 003 890), (B-1.2.5) propargyl        2-(4-(5-chloro-3-fluoro-2-pyridyloxy)phenoxy)propionate        (clodinafop-propargyl), (B-1.2.6) butyl (RS)- or        (R)-2-(4-(5-trifluoromethyl-2-pyridyloxy)phenoxy)propionate        (fluazifop-butyl or fluazifop-P-butyl), (B-1.2.7)        (R)-2-[4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy]propionic        acid;    -   (B-1.3) “bicyclic” heteroaryloxyphenoxyalkanecarboxylic acid        derivatives, for example (B-1.3.1) quizalofop-methyl, (B-1.3.2)        quizalofop-ethyl, (B-1.3.3) quizalofop-P-methyl, (B-1.3.4)        quizalofop-P-ethyl, (B-1.3.5) methyl        2-(4-(6-fluoro-2-quinoxalyloxy)phenoxy)propionate (see J. Pest.        Sci. 1985, 10, 61), (B-1.3.6) propaquizafop, (B-1.3.7) ethyl        fenoxaprop-ethyl, (B-1.3.8) fenoxaprop-P-ethyl, (B-1.3.9) ethyl        2-(4-(6-chlorobenzthiazol-2-yloxy)phenoxy)propionate (DE-A26 40        730), (B-1.3.10) tetrahydro-2-furylmethyl (RS)- or        (R)-2-(4-(6-chloroquinoxalyloxy)phenoxy) propionate (EP-A 0 323        727), (B-1.3.11)        (R)-2-[4-(6-chloro-1,3-benzoxazol-2-yloxy)phenoxy]-2′-fluoro-N-methylpropionanilide        (metamifop);-   (B-2) Herbicides from the group of the sulfonylureas, such as    pyrimidinyl- or triazinylaminocarbonyl[benzene-, -pyridine-,    -pyrazole-, -thiophene- and -(alkylsulfonyl)alkylamino]sulfamides,    with preferred substituents on the pyrimidine ring or the triazine    ring selected from alkoxy, alkyl, haloalkoxy, haloalkyl, halogen or    dimethylamino, it being possible to combine all substituents    independently of one another and with preferred substituents in the    benzene, pyridine, pyrazole, thiophene or (alkylsulfonyl)alkylamino    moiety selected from alkyl, alkoxy, halogen, nitro, alkoxycarbonyl,    aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl,    alkoxyaminocarbonyl, haloalkoxy, haloalkyl, alkylcarbonyl,    alkoxyalkyl, (alkanesulfonyl)Alkylamino, which sulfonylureas are    selected from the group consisting of    -   (B-2.1) phenyl- and benzylsulfonylureas and related compounds,        for example (B-2.1.1) chlorsulfuron, (B-2.1.2)        chlorimuron-ethyl, (B-2.1.3) metsulfuron-methyl, (B-2.1.4)        triasulfuron, (B-2.1.5) sulfometuron-methyl, (B-2.1.6)        tribenuron-methyl, (B-2.1.7) bensulfuron-methyl, (B-2.1.8)        primisulfuron-methyl, (B-2.1.9)        3-(4-ethyl-6-methoxy-1,3,5-triazin-2-yl)-1-(2,3-dihydro-1,1-dioxo-2-methylbenzo[b]thiophene-7-sulfonyl)urea        (EP-A 0 079 83), (B-2.1.10)        3-(4-ethoxy-6-ethyl-1,3,5-triazin-2-yl)-1-(2,3-dihydro-1,1-dioxo-2-methylbenzo[b]-thiophene-7-sulfonyl)urea        (EP-A 0 079 683), (B-2.1.11)        3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-1-(2-methoxycarbonyl-5-iodophenylsulfonyl)urea        (WO 92/13845), (B-2.1.12) triflusulfuron-methyl, (B-2.1.13)        oxasulfuron, (B-2.1.14) iodosulfuron-methyl, (B-2.1.15)        iodosulfuron-methyl-sodium, (B-2.1.16) mesosulfuron, (B-2.1.17)        mesosulfuron-methyl, (B-2.1.18) foramsulfuron, (B-2.1.19)        cinosulfuron, (B-2.1.20) ethametsulfuron-methyl, (B-2.1.21)        prosulfuron, (B-2.1.22) tritosulfuron, (B-2.1.23) monosulfuron,        (B-2.1.24) methyl        2-[({[methoxy-6-(methylthio)pyrimidin-2-yl]carbamoyl}amino)sulfonyl]benzoate;    -   (B-2.2) thienylsulfonylureas, for example (B-2.2.1)        thifensulfuron-methyl;    -   (B-2.3) pyrazolylsulfonylureas, for example (B-2.3.1)        pyrazosulfuron-ethyl, (B-2.3.2) methyl halosulfuron-methyl,        (B-2.3.3) methyl        5-(4,6-dimethylpyrimidin-2-ylcarbamoylsulfamoyl)-1-(2-pyridyl)pyrazole-4-carboxylate        (NC-330, see Brighton Crop Prot. Conference Weeds 1991, 1,        45ff.), (B-2.3.4) azimsulfuron, (B-2.3.5)        N-[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]-4-(5,5-dimethyl-4,5-dihydroisoxazol-3-yl)-1,3-dimethyl-1H-pyrazole-5-sulfonamide;    -   (B-2.4) sulfonediamide derivatives, for example (B-2.4.1)        amidosulfuron and (B-2.4.2) its structural analogs (EP-A 0 131        258 and Z. Pfl. Krankh. Pfl. Schutz, special issue XII, 489-497        (1990));    -   (B-2.5) pyridylsulfonylureas, for example (B-2.5.1)        nicosulfuron, (B-2.5.2) rimsulfuron, (B-2.5.3)        flupyrsulfuron-methyl, (B-2.5.4) flupyrsulfuron-methyl-sodium,        (B-2.5.5)        3-(4,6-dimethoxypyrimidin-2-yl)-1-(3-N-methylsulfonyl-N-methylaminopyridin-2-yl)sulfonylurea        or its salts (DE-A 40 00 503 and DE-A 40 30 577), (B-2.5.6)        flazasulfuron, (B-2.5.7) trifloxysulfuron-sodium, (B-2.5.8)        flucetosulfuron;    -   (B-2.6) alkoxyphenoxysulfonylureas, for example (B-2.6.1)        ethoxysulfuron or (B-2-6.2) its salts;    -   (B-2.7) imidazolylsulfonylureas, for example (B-2.7.1)        sulfosulfuron, (B-2.7.2) imazosulfuron, (B-2.7.3)        2-chloro-N-[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]-6-propylimidazo[1,2-b]pyridazine-3-sulfonamide;    -   (B-2.8) phenylaminosulfonylureas, for example (B-2.8.1)        cyclosulfamuron, (B-2.8.2) orthosulfamuron;-   (B-3) Chloroacetanilides, for example (B-3.1) acetochlor, (B-3.1)    alachlor, (B-3.2) butachlor, (B-3.3) dimethachlor, (B-3.4)    dimethenamid, (B-3.5) dimethanamid-P metazachlor, (B-3.6)    metolachlor, (B-3.7) S-metolachlor, (B-3.8) pethoxamid, (B-3.9)    pretilachlor, (B-3.10) propachlor, (B-3.11) propisochlor and    (B-3.12) thenylchlor;-   (B-4) Thiocarbamates, for example (B-4.1) S-ethyl    N,N-dipropylthiocarbamate (EPTC), (B-4.2) S-ethyl    N,N-diisobutylthiocarbamate (butylate), (B-4.3) cycloate, (B-4.4)    dimepiperate, (B-4.5) esprocarb, (B-4.6) molinate, (B-4.7)    orbencarb, (B-4.8) pebulate, (B-4.9) prosulfocarb, (B-4.10)    thiobencarb, (B-4.11) tiocarbazil, (B-4.12) tri-allate and (B-4.13)    vernolate;-   (B-5) Cyclohexanedione oximes, for example (B-5.1) alloxydim,    (B-5.2) butroxydim, (B-5.3) clethodim, (B-5.4) cloproxydim, (B-5.5)    cycloxydim, (B-5.6) profoxydim, (B-5.7) sethoxydim, (B-5.8)    tepraloxydim and (B-5.9) tralkoxydim;-   (B-6) Imidazolinones, for example (B-6.1) imazamethabenz-methyl,    (B-6.2) imazapic, (B-6.3) imazamox, (B-6.4) imazapyr, (B-6.5)    imazaquin and (B-6.6) imazethapyr;-   (B-7) Triazolopyrimidinesulfonamide derivatives, for example (B-7.1)    chloransulam-methyl, (B-7.2) diclosulam, (B-7.3) florasulam, (B-7.4)    flumetsulam, (B-7.5) metosulam, (B-7.6) penoxsulam (B-7.7) and    pyroxsulam;-   (B-8) Benzoylcyclohexanediones, for example (B-8.1) sulcotrione,    (B-8.2) 2-(2-nitrobenzoyl)-4,4-dimethylcyclohexane-1,3-dione (EP-A 0    274 634), (B-8.3)    2-(2-nitro-3-methylsulfonyl-benzoyl)-4,4-dimethylcyclohexane-1,3-dione    (WO 91/13548), (B-8.4) mesotrione, (B-8.5)    2-[2-chloro-3-(5-cyanomethyl-4,5-dihydroisoxazol-3-yl)-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,    (B-8.6)    2-[2-chloro-3-(5-cyanomethyl-4,5-dihydroisoxazol-3-yl)-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione,    (B-8.7)    2-[2-chloro-3-(5-ethoxymethyl-4,5-dihydroisoxazol-3-yl)-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,    (B-8.8)    2-[2-chloro-3-(5-ethoxymethyl-4,5-dihydroisoxazol-3-yl)-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione,    (B-8.9)    2-[2-chloro-3-[(2,2,2-trifluoroethoxy)methyl]-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,    (B-8.10) tembotrione, (B-8.11)    2-[2-chloro-3-[(2,2-difluoroethoxy)methyl]-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,    (B-8.12)    2-[2-chloro-3-[(2,2-difluoroethoxy)methyl]-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione,    (B-8.13)    2-[2-chloro-3-[(2,2,3,3-tetrafluoropropoxy)methyl]-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,    (B-8.14)    2-[2-chloro-3-[(2,2,3,3-tetrafluoropropoxy)methyl]-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione,    (B-8.15)    2-[2-chloro-3-(cyclopropylmethoxy)-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,    (B-8.16)    2-[2-chloro-3-(cyclopropylmethoxy)-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione,    (B-8.17)    2-[2-chloro-3-(tetrahydrofuran-2-ylmethoxymethyl)-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,    (B-8.18) tefuryltrione, (B-8.19)    2-[2-chloro-3-[2-(2-methoxyethoxyl)ethoxymethyl]-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,    (B-8.20)    2-[2-chloro-3-[2-(2-methoxyethoxyl)ethoxymethyl]-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione,    (B-8.21)    3-({2-[(2-methoxyethoxy)methyl]-6-(trifluoromethyl)pyridin-3-yl}carbonyl)bicyclo[3.2.1]octane-2,4-dione    (WO 2001094339);-   (B-9) Benzoylisoxazoles, for example (B-9.1) isoxaflutole, (B-9.2)    isoxachlortole;-   (B-10) Benzoylpyrazoles, for example (B-10.1) benzofenap, (B-10.2)    pyrazolynate, (B-10.3) pyrazoxyfen, (B-10.4)    5-hydroxy-1-methyl-4-[2-(methylsulfonyl)-4-trifluoromethylbenzoyl]pyrazole    (WO 01/74785), (B-10.5)    1-ethyl-5-hydroxy-4-[2-(methylsulfonyl)-4-trifluoromethylbenzoyl]pyrazole    (WO 01/74785), (B-10.6)    1,3-dimethyl-5-hydroxy-4-[2-(methylsulfonyl)-4-trifluoromethylbenzoyl]pyrazole    (WO 01/74785), (B-10.7) pyrasulfotole, (B-10.8)    5-hydroxy-1-methyl-4-[2-chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]pyrazole    (WO 99/58509), (B-10.9) topramezone, (B-10.10)    1-ethyl-5-hydroxy-3-methyl-4-[2-methyl-4-methylsulfonyl-3-(2-methoxyethylamino)benzoyl]pyrazole    (WO 96/26206), (B-10.11)    3-cyclopropyl-5-hydroxy-1-methyl-4-[2-methyl-4-methylsulfonyl-3-(2-methoxyethylamino)benzoyl]pyrazole    (WO 96/26206), (B-10.12)    5-benzoxy-1-ethyl-4-[2-methyl-4-methylsulfonyl-3-(2-methoxyethylamino)benzoyl]pyrazole    (WO 96/26206), (B-10.13)    1-ethyl-5-hydroxy-4-(3-dimethylamino-2-methyl-4-methylsulfonylbenzoyl)pyrazole    (WO 96/26206), (B-10.14)    5-hydroxy-1-methyl-4-(2-chloro-3-dimethylamino-4-methylsulfonylbenzoyl)pyrazole    (WO 96/26206), (B-10.15)    1-ethyl-5-hydroxy-4-(3-allylamino-2-chloro-4-methylsulfonylbenzoyl)pyrazole    (WO 96/26206), (B-10.16)    1-ethyl-5-hydroxy-4-(2-methyl-4-methylsulfonyl-3-morpholinobenzoyl)pyrazole    (WO 96/26206), (B-10.17)    5-hydroxy-1-isopropyl-4-(2-chloro-4-methylsulfonyl-3-morpholinobenzoyl)pyrazole    (WO 96/26206), (B-10.18)    3-cyclopropyl-5-hydroxy-1-methyl-4-(2-chloro-4-methylsulfonyl-3-morpholinobenzoyl)pyrazole    (WO 96/26206), (B-10.19)    1,3-dimethyl-5-hydroxy-4-(2-chloro-4-methylsulfonyl-3-pyrazol-1-ylbenzoyl)pyrazole    (WO 96/26206), (B-10.20)    1-ethyl-5-hydroxy-3-methyl-4-(2-chloro-4-methylsulfonyl-3-pyrazol-1-ylbenzoyl)pyrazole    (WO 96/26206), (B-10.21)    1-ethyl-5-hydroxy-4-(2-chloro-4-methylsulfonyl-3-pyrazol-1-ylbenzoyl)pyrazole    (WO 96/26206), (B-10.22)    (5-hydroxy-1-methyl-1H-pyrazol-4-yl)(3,3,4-trimethyl-1,1-dioxido-2,3-dihydro-1-benzothien-5-yl)methanone    (US2002/0016262), (B-10.23)    1-methyl-4-[(3,3,4-trimethyl-1,1-dioxido-2,3-dihydro-1-benzothien-5-yl)carbonyl]-1H-pyrazol-5-ylpropane-1-sulfonate    (WO 2002/015695), (B-10.24) benzobicyclon;-   (B-11) Sulfonylaminocarbonyltriazolinones, (B-11.1)    flucarbazone-sodium, (B-11.2) propoxycarbazone, (B-11.3)    propoxycarbazone-sodium, (B-11.4) thiencarbazone-methyl;-   (B-12) Triazolinones, for example (B-12.1) amicarbazone, (B-12.2)    azafenidin, (B-12.3) carfentrazone-ethyl, (B-12.4) sulfentrazone,    (B-12.5) bencarbazone;-   (B-13) Phosphinic acids and derivatives, for example (B-13.1)    bilanafos, (B-13.2) glufosinate, (B13.3) glufosinate-ammonium;-   (B-14) Glycine derivatives, for example (B-14.1) glyphosate,    (B-14.2) glyphosate-sodium, (B-14.3) glyphosate-isopropylammonium,-   N-(phosphonomethyl)glycine trimesium salt (sulfosate);-   (B-15) Pyrimidinyloxypyridinecarboxylic acid derivatives and    pyrimidinyloxybenzoic acid derivatives, for example (B-15.1) benzyl    3-(4,6-dimethoxypyrimidin-2-yl)oxypyridine-2-carboxylate (EP-A 0 249    707), (B-15.2) methyl    3-(4,6-dimethoxypyrimidin-2-yl)oxypyridine-2-carboxylate (EP-A 0 249    707), (B-15.3) 1-(ethoxycarbonyloxyethyl)    2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate (EP-A 0 472 113),    (B-15.4) bispyribac-sodium, (B-15.5) pyribambenz-isopropyl, (B-15.6)    pyribambenz-propyl, (B-15.7) pyribenzoxim, (B-15.8) pyriftalid,    (B-15.9) pyriminobac-methyl, (B-15.10) pyrithiobac-sodium, (B-15.11)    pyrimisulfan;-   (B-16) S—(N-Aryl-N-alkylcarbamoylmethyl)dithiophosphonic acid    esters, such as (B-16.1) anilophos;-   (B-17) Triazinones, for example (B-17.1) hexazinone, (B-17.2)    metamitron, (B-17.3) metribuzin;-   (B-18) Pyridinecarboxylic acids, for example (B-18.1) aminopyralid,    (B-18.2) clopyralid, (B-18.3) fluroxypyr, (B-18.4) picloram and    (B-18.5) triclopyr;-   (B-19) pyridines, for example (B-19.1) dithiopyr and (B-19.2)    thiazopyr;-   (B-20) Pyridinecarboxamides, for example (B-20.1) diflufenican and    (B-20.1) picolinafen;-   (B-21) 1,3,5-Triazines, for example (B-21.1) ametryn, (B-21.2)    atrazine, (B-21.3) cyanazine, (B-21.4) dimethametrin, (B-21.5)    prometon, (B-21.6) prometryn, (B-21.7) propazine, (B-21.8) simazine,    (B-21.9) symetryn, (B-21.10) terbumeton, (B-21.11) terbuthylazine,    (B-21.12) terbutryn and (B-21.13) trietazine;-   (B-22) Ketoenoles, for example (B-22.1) pinoxaden;-   (B-23) pyrazoles, for example (B-23.1) pyroxasulfone.

The herbicides of Groups (B-1) to (B-23) are known, for example, fromthe respective abovementioned publications and from “The PesticideManual”, The British Crop Protection Council, 14^(th) Edition, 2006, orthe e-Pesticide Manual, Version 4.0, British Crop Protection Council2006 or else from the “Compendium of Pesticide Common Names”.

Some of the herbicides, listed above according to structural types, alsoshare structure-overlapping characteristics when it comes to their modeof action, and some are also similar to one another with respect totheir behaviour in the combinations with theN-cyclopropyl-N-[substituted-benzyl]-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamideor thiocarboxamide derivatives of formula (I).

Suitable herbicides of Group (B) which can be combined with theN-cyclopropyl-N-[substituted-benzyl]-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamideor thiocarboxamide derivatives of formula (I) are particularlypreferably those selected from the group consisting of

-   (B-A) Herbicides whose harmful action develops over a period of    several days or weeks, for example-   (B-A.1) Herbicides which prevent or inhibit the formation of    chlorophyll (herbicides acting as bleachers), for example    -   (B-A.1.1) Inhibitors of hydroxyphenylpyruvate dioxygenase (HPPD        inhibitors), such as (B-A.1.1.1) sulcotrione, (B-A.1.1.2)        2-(2-nitrobenzoyl)-4,4-dimethylcyclohexane-1,3-dione (EP-A 0 274        634), (B-A.1.1.3)        2-(2-nitro-3-methylsulfonylbenzoyl)-4,4-dimethylcyclohexane-1,3-dione        (WO 91/13548), (B-A.1.1.4) mesotrione, (B-A.1.1.5)        2-[2-chloro-3-(5-cyanomethyl-4,5-dihydroisoxazol-3-yl)-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,        (B-A.1.1.6)        2-[2-chloro-3-(5-cyanomethyl-4,5-dihydroisoxazol-3-yl)-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione,        (B-A.1.1.7)        2-[2-chloro-3-(5-ethoxymethyl-4,5-dihydroisoxazol-3-yl)-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,        (B-A.1.1.8)        2-[2-chloro-3-(5-ethoxymethyl-4,5-dihydroisoxazol-3-yl)-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione,        (B-A.1.1.9)        2-[2-chloro-3-[(2,2,2-trifluoroethoxy)methyl]-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,        (B-A.1.1.10) tembotrione, (B-A.1.1.11)        2-[2-chloro-3-[(2,2-difluoroethoxy)methyl]-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,        (B-A.1.1.12)        2-[2-chloro-3-[(2,2-difluoroethoxy)methyl]-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione,        (B-A.1.1.13)        2-[2-chloro-3-[(2,2,3,3-tetrafluoropropoxy)methyl]-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,        (B-A.1.1.14)        2-[2-chloro-3-[(2,2,3,3-tetrafluoropropoxy)methyl]-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione,        (B-A.1.1.15)        2-[2-chloro-3-(cyclopropylmethoxy)-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,        (B-A.1.1.16)        2-[2-chloro-3-(cyclopropylmethoxy)-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione,        (B-A.1.1.17)        2-[2-chloro-3-(tetrahydrofuran-2-ylmethoxymethyl)-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,        (B-A.1.1.18)        2-[2-chloro-3-(tetrahydrofuran-2-ylmethoxymethyl)-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione        (tefuryltrione), (B-A.1.1.19)        2-[2-chloro-3-[2-(2-methoxyethoxy)ethoxymethyl]-4-(ethylsulfonyl)benzoyl]-1,3-cyclohexanedione,        (B-A.1.1.20)        2-[2-chloro-3-[2-(2-methoxyethoxy)-ethoxymethyl]-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione,        (B-A.1.1.21)        3-({2-[(2-methoxyethoxyl)methyl]-6-(trifluoromethyl)pyridin-3-yl}carbonyl)bicyclo[3.2.1]octane-2,4-dione        (WO 2001094339), (B-A.1.1.22) isoxaflutole, (B-A.1.1.23)        benzofenap, (B-A.1.1.24) pyrazolynate, (B-A.1.1.25) pyrazoxyfen,        (B-A.1.1.26)        5-hydroxy-1-methyl-4-[2-(methylsulfonyl)-4-trifluoromethylbenzoyl]pyrazole        (WO 01/74785), (B-A.1.1.27)        1-ethyl-5-hydroxy-4-[2-(methylsulfonyl)-4-trifluoromethylbenzoyl]pyrazole        (WO 01/74785), (B-A.1.1.28)        1,3-dimethyl-5-hydroxy-4-[2-(methylsulfonyl)-4-trifluoromethylbenzoyl]pyrazole        (WO 01/74785), (B-A.1.1.29) pyrasulfotole, (B-A.1.1.30)        5-hydroxy-1-methyl-4-[2-chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl]pyrazole        (WO 99/58509), (B-A.1.1.31)        5-hydroxy-1-methyl-4-[3-(4,5-dihydroisoxazol-3-yl)-2-methyl-4-methylsulfonylbenzoyl]pyrazole        (WO 99/58509), (B-A.1.1.32) topramezone, (B-A.1.1.33)        3-cyclopropyl-5-hydroxy-1-methyl-4-[2-methyl-4-methylsulfonyl-3-(2-methoxyethylamino)benzoyl]pyrazole        (WO 96/26206), (B-A.1.1.34)        5-benzoxy-1-ethyl-4-[2-methyl-4-methylsulfonyl-3-(2-methoxyethylamino)benzoyl]pyrazole        (WO 96/26206), (B-A.1.1.35)        1-ethyl-5-hydroxy-4-(3-dimethylamino-2-methyl-4-methylsulfonylbenzoyl)pyrazole        (WO 96/26206), (B-A.1.1.36)        5-hydroxy-1-methyl-4-(2-chloro-3-dimethylamino-4-methylsulfonylbenzoyl)pyrazole        (WO 96/26206), (B-A.1.1.37)        1-ethyl-5-hydroxy-4-(3-allylamino-2-chloro-4-methylsulfonylbenzoyl)pyrazole        (WO 96/26206), (B-A.1.1.38)        1-ethyl-5-hydroxy-4-(2-methyl-4-methylsulfonyl-3-morpholinobenzoylpyrazole        (WO 96/26206), (B-A.1.1.39)        5-hydroxy-1-isopropyl-4-(2-chloro-4-methylsulfonyl-3-morpholinobenzoyl)pyrazole        (WO 96/26206), (B-A.1.1.40)        3-cyclopropyl-5-hydroxy-1-methyl-4-(2-chloro-4-methylsulfonyl-3-morpholinobenzoyl)pyrazole        (WO 96/26206), (B-A.1.1.41)        1,3-dimethyl-5-hydroxy-4-(2-chloro-4-methylsulfonyl-3-pyrazol-1-ylbenzoyl)pyrazole        (WO 96/26206), (B-A.1.1.42)        1-ethyl-5-hydroxy-3-methyl-4-(2-chloro-4-methylsulfonyl-3-pyrazol-1-yl-benzoyl)pyrazole        (WO 96/26206), (B-A.1.1.43)        1-ethyl-5-hydroxy-4-(2-chloro-4-methylsulfonyl-3-pyrazol-1-ylbenzoyl)pyrazole        (WO 96/26206), (B-A.1.1.44)        (5-hydroxy-1-methyl-1H-pyrazol-4-yl)(3,3,4-trimethyl-1,1-dioxido-2,3-dihydro-1-benzothien-5-yl)methanone        (US-A 2002/0016262), (B-A.1.1.45)        1-methyl-4-[(3,3,4-trimethyl-1,1-dioxido-2,3-dihydro-1-benzothien-5-yl)carbonyl]-1H-pyrazol-5-ylpropane-1-sulfonate        (WO 2002/015695), (B-A.1.1.46) benzobicyclon and (B-A.1.1.47)        isoxachlortole;    -   (B-A.1.2) inhibitors of carotenoid biosynthesis including        phytoene desaturase inhibitors, such as, for example (B-A.1.2.1)        norflurazon, (B-A.1.2.2) beflubutamide, (B-A.1.2.3) fluridone,        (B-A.1.2.4) flurochloridone, (B-A.1.2.5) flurtamone, (B-A.1.2.6)        amitrole, (B-A.1.2.7) clomazone, (B-A.1.2.8) aclonifen,        (B-A.1.2.9) diflufenican and (B-A.1.2.10) picolinafen, (B-A.1.3)        inhibitors of dihydropteroate synthase (DHP synthase), such as,        for example (B-A.1.3.1) asulam;-   (B-A.2) Herbicides which interfere with amino acid synthesis, such    as, for example    -   (B-A.2.1) inhibitors of acetolactate synthase in plants, such        as, for example, (B-A.2.1.1) chlorsulfuron, (B-A.2.1.2)        chlorimuron-ethyl, (B-A.2.1.3) metsulfuron-methyl, (B-A.2.1.4)        triasulfuron, (B-A.2.1.5) sulfometuron-methyl, (B-A.2.1.6)        tribenuron-methyl, (B-A.2.1.7) bensulfuron-methyl, (B-A.2.1.8)        primisulfuron-methyl, (B-A.2.1.9)        3-(4-ethyl-6-methoxy-1,3,5-triazin-2-yl)-1-(2,3-dihydro-1,1-dioxo-2-methylbenzo[b]thiophene-7-sulfonyl)urea        (EP-A 0 796 83), (B-A.2.1.10)        3-(4-ethoxy-6-ethyl-1,3,5-triazin-2-yl)-1-(2,3-dihydro-1,1-dioxo-2-methylbenzo[b]-thiophene-7-sulfonyl)urea        (EP-A 0 079 683), (B-A.2.1.11)        3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-1-(2-methoxycarbonyl-5-iodophenylsulfonyl)urea        (WO 92/13845), (B-A.2.1.11a) an agriculturally useful salt of        the compound (B-A.2.1.11), (B-A.2.1.11b)        iodosulfuron-methyl-sodium, (B-A.2.1.12) triflusulfuron-methyl,        (B-A.2.1.13) oxasulfuron, (B-A.2.1.14) mesosulfuron-methyl,        (B-A.2.1.14a) an agriculturally useful salt of the compound        (B-A.2.1.14), (B-A.2.1.14b) the sodium salt of the compound        (B-A.2.1.14), (B-A.2.1.15) foramsulfuron, (B-A.2.1.15a) an        agriculturally useful salt of the compound (B-A.2.1.15),        (B-A.2.1.15b) the sodium salt of the compound (B-A.2.1.15),        (B-A.2.1.16) cinosulfuron, (B-A.2.1.17) ethametsulfuron-methyl,        (B-A.2.1.18) prosulfuron, (B-A.2.1.19) sulfometuron-methyl,        (B-A.2.1.20) tritosulfuron, (B-A.2.1.21) monosulfuron),        (B-A.2.1.22) methyl        2-[({[4-methoxy-6-(methylthio)pyrimidin-2-yl]-carbamoyl}amino)sulfonyl]benzoate,        (B-A.2.1.23) thifensulfuron-methyl, (B-A.2.1.24)        pyrazosulfuron-ethyl, (B-A.2.1.25) halosulfuron-methyl,        (B-A.2.1.26) methyl        5-(4,6-dimethylpyrimidin-2-ylcarbamoylsulfamoyl)-1-(2-pyridyl)pyrazole-4-carboxylate        (NC-330, see Brighton Crop Prot. Conference ‘Weeds’ 1991, Vol.        1, p. 45 et seq.), (B-A.2.1.27) azimsulfuron, (B-A.2.1.28)        N-[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]-4-(5,5-dimethyl-4,5-dihydroisoxazol-3-yl)-1,3-dimethyl-1H-pyrazole-5-sulfonamide,        (B-A.2.1.29) amidosulfuron, (B-A.2.1.29a) an agriculturally        useful salt of the compound (B-A.2.1.29), (B-A.2.1.29b) the        sodium salt of the compound (B-A.2.1.29), (B-A.2.1.29c)        structural analogs of amidosulfuron according to EP-A 0 131 258        and Z. Pfl. Krankh. Pfl. Schutz, special edition XII, 489-497        (B-A990), (B-A.2.1.30) nicosulfuron, (B-A.2.1.31) rimsulfuron),        (B-A.2.1.32) flupyrsulfuron-methyl-sodium, (B-A.2.1.33)        3-(4,6-dimethoxypyrimidin-2-yl)-1-(3-N-methylsulfonyl-N-methyl-aminopyridin-2-yl)sulfonylurea        (DE-A 40 00 503 and DE-A 40 30 577), (B-A.2.1.33a) an        agriculturally useful salt of the compound (B-A.2.1.33),        (B-A.2.1.33b) the sodium salt of the compound (B-A.2.1.33),        (B-A.2.1.34) flazasulfuron, (B-A.2.1.35)        trifloxysulfuron-sodium, (B-A.2.1.36) flucetosulfuron,        (B-A.2.1.37) ethoxysulfuron, (B-A.2.1.37a) an agriculturally        useful salt of the compound (B-A.2.1.37), (B-A.2.1.37b) the        sodium salt of the compound (B-A.2.1.37), (B-A.2.1.38)        sulfosulfuron, (B-A.2.1.39) imazosulfuron, (B-A.2.1.40)        2-chloro-N-[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]-6-propylimidazo[1,2-b]pyridazine-3-sulfonamide,        (B-A.2.1.41) cyclosulfamuron, (B-A.2.1.42) orthosulfamuron,        (B-A.2.1.43) imazamethabenz-methyl, (B-A.2.1.44) imazapic,        (B-A.2.1.45) imazamox, (B-A.2.1.46) imazapyr, (B-A.2.1.47)        imazaquin and (B-A.2.1.48) Imazethapyr, (B-A.2.1.49)        chloransulam-methyl, (B-A.2.1.50) diclosulam, (B-A.2.1.51)        florasulam, (B-A.2.1.52) flumetsulam, (B-A.2.1.53) metosulam,        (B-A.2.1.54) penoxsulam, (B-A.2.1.55) pyroxsulam, (B-A.2.1.56)        4,5-dihydro-3-methoxy-4-methyl-5-oxo-N-(2-trifluoromethoxyphenylsulfonyl)-1H-1,2,4-triazole-1-carboxamide,        (B-A.2.1.56a) an agriculturally useful salt of the compound        (B-A.2.1.56), (B-A.2.1.56b) flucarbazone-sodium, (B-A.2.1.57)        methyl        2-(4,5-dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl)carboxamidosulfonylbenzoate,        (B-A.2.1.57a) an agriculturally useful salt of the compound        (B-A.2.1.57), (B-A.2.1.57b) propoxycarbazone-sodium,        (B-A.2.1.58) thiencarbazone-methyl, (B-A.2.1.59) benzyl        3-(4,6-dimethoxypyrimidin-2-yl)oxypyridine-2-carboxylate (EP-A 0        249 707), (B-A.2.1.60) methyl        3-(4,6-dimethoxypyrimidin-2-yl)-oxypyridine-2-carboxylate (EP-A        0 249 707), (B-A.2.1.61) 1-(ethoxycarbonyloxyethyl)        2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate (EP-A 0 472        113), (B-A.2.1.62)        2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoic acid,        (B-A.2.1.62a) an agriculturally useful salt of the compound        (B-A.2.1.62), (B-A.2.1.62b) bispyribac-sodium, (B-A.2.1.63)        pyribambenz-isopropyl, (B-A.2.1.64) pyribambenz-propyl,        (B-A.2.1.65) pyribenzoxim, (B-A.2.1.66) pyriftalid, (B-A.2.1.67)        pyriminobac-methyl, (B-A.2.1.68)        2-chloro-6-(4,6-dimethoxypyrimidin-2-ylthio)benzoic acid,        (B-A.2.1.68a) an agriculturally useful salt of the compound        (B-A.2.1.68), (B-A.2.1.68b) pyrithiobac-sodium, and (B-A.2.1.69)        pyrimisulfan;    -   (B-A.2.2) inhibitors of EPSP synthase, such as, for example,        (B-A.2.2.1) glyphosate, (B-A.2.2.1a) an agriculturally useful        salt of the compound (B-A.2.2.1), (B-A.2.1.1b)        glyphosate-sodium, (B-A.2.1.1c) glyphosate-isopropylammonium,        (B-A.2.2.2) sulfosate;    -   (B-A.2.3) inhibitors of glutamine synthetase, such as, for        example, (B-A.2.3.1) bialaphos (=bilanafos), (B-A.2.3.2)        glufosinate, (B-A.2.3.1a) an agriculturally useful salt of the        compound (B-A.2.3.1), (B-A.2.3.1b) glufosinate-sodium salt,        (B-A.2.3.1c) glufosinate-ammonium;-   (B-A.3) Inhibitors of lipid synthesis in plants, such as, for    example,    -   (B-A.3.1) inhibitors of acetyl-coenzyme A carboxylase (ACCase),        for example (B-A.3.1.1) diclofop-methyl, (B-A.3.1.1a)        diclofop-P-methyl, (B-A.3.1.2) methyl        2-(4-(4-bromo-2-chlorophenoxy)phenoxy)propionate (DE-A 26 01        548), (B-A.3.1.3) methyl        2-(4-(4-bromo-2-fluorophenoxy)phenoxy)propionate (U.S. Pat. No.        4,808,750), (B-A.3.1.4) methyl        2-(4-(2-chloro-4-trifluoromethylphenoxy)phenoxy)propionate (DE-A        24 33 067), (B-A.3.1.5) methyl        2-(4-(2-fluoro-4-trifluoromethylphenoxy)phenoxy)propionate (U.S.        Pat. No. 4,808,750), (B-A.3.1.6) methyl        2-(4-(2,4-dichlorobenzyl)phenoxy)propionate (DE-A 24 17 487),        (B-A.3.1.7) ethyl        4-(4-(4-trifluoromethylphenoxyl)phenoxy)pent-2-enoate,        (B-A.3.1.8) methyl        2-(4-(4-trifluoromethylphenoxyl)phenoxy)propionate (DE-A 24 33        067), (B-A.3.1.9) cyhalofop-butyl, (B-A.3.1.10) ethyl        2-(4-(3,5-dichloropyridyl-2-oxy)phenoxy)propionate (EP-A 0 002        925), (B-A.3.1.11) propargyl        2-(4-(3,5-dichloropyridyl-2-oxy)phenoxy)propionate (EP-A 0 003        114), (B-A.3.1.12) haloxyfop, (B-A.3.1.12a) haloxyfop-methyl,        (B-A.3.1.12b) haloxyfop-etotyl, (B-A.3.1.12c) haloxyfop-sodium,        (B-A.3.1.12d) haloxyfop-P, (B-A.3.1.12e) haloxyfop-P-methyl,        (B-A.3.1.120 haloxyfop-P-etotyl, (B-A.3.1.12g)        haloxyfop-P-sodium, (B-A.3.1.13) ethyl        2-(4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy)propionate        (EP-A 0 003 890), (B-A.3.1.14) clodinafop-propargyl,        (B-A.3.1.15) fluazifop-butyl, (B-A.3.1.15a) fluazifop-P-butyl,        (B-A.3.1.16)        (R)-2-[4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy]propionic        acid, (B-A.3.1.17) quizalofop, (B-A.3.1.17a) quizalofop-P,        (B-A.3.1.17b) quizalofop-ethyl, (B-A.3.1.17c) quizalofop-methyl,        (B-A.3.1.17d) quizalofop-tefuryl, (B-A.3.1.17e)        quizalofop-P-ethyl, (B-A.3.1.17f) quizalofop-P-methyl,        (B-A.3.1.17g) quizalofop-P-tefuryl, (B-A.3.1.18) propaquizafop,        (B-A.3.1.19) methyl        2-(4-(6-fluoro-2quinoxalyloxy)phenoxy)propionate (see J. Pest.        Sci. 1985, 10, 61), (B-A.3.1.20) fenoxaprop, (B-A.3.1.20a)        fenoxaprop-ethyl, (B-A.3.1.20b) fenoxaprop-P, (B-A.3.1.20c)        fenoxaprop-P-ethyl, (B-A.3.1.21) ethyl        2-(4-(6-chlorobenzothiazol-2-yloxy)phenoxy)propionate (DE-A-26        40 730), (B-A.3.1.22) metamifop, (B-A.3.1.23)        alloxydim(-sodium), (B-A.3.1.24) butroxydim, (B-A.3.1.25)        clethodim, (B-A.3.1.26) cloproxydim, (B-A.3.1.27) cycloxydim,        (B-A.3.1.28) profoxydim, (B-A.3.1.29) sethoxydim, (B-A.3.1.30)        tepraloxydim, (B-A.3.1.31) tralkoxydim and (B-A.3.1.32)        pinoxaden;    -   (B-A.3.2) inhibitors of lipid synthesis having a mechanism of        action different from that of ACCase inhibitors, for example        (B-A.3.2.1) S-ethyl N,N-dipropylthiocarbamate (EPTC),        (B-A.3.2.2) S-ethyl N,N-diisobutylthiocarbamate (butylate),        (B-A.3.2.3) thiobencarb=benthiocarb, (B-A.3.2.4) cycloate,        (B-A.3.2.5) dimepiperate, (B-A.3.2.6) esprocarb, (B-A.3.2.7)        molinate, (B-A.3.2.8) orbencarb, (B-A.3.2.9) pebulate,        (B-A.3.2.10) prosulfocarb, (B-A.3.2.11) tiocarbazil,        (B-A.3.2.12) tri-allate, (B-A.3.2.13) vernolate, (B-A.3.2.14)        bensulide, (B-A.3.2.15) benfuresate, (B-A.3.2.16) ethofumesate,        (B-A.3.2.17) TCA, (B-A.3.2.18) dalapon and (B-A.3.2.19)        flupropanate,-   (B-A.4) Inhibitors of cell division and cell development, for    example    -   (B-A.4.1) inhibitors of cell wall synthesis (cellulose synthesis        inhibitors), for example (B-A.4.1.1) dichlobenil, (B-A.4.1.2)        chlorthiamid, (B-A.4.1.3) isoxaben, (B-A.4.1.4) flupoxam and        (B-A.4.1.5) triaziflam;    -   (B-A.4.2) inhibitors of microtubuli (inhibitors of the formation        of microtubuli and their organisation), such as (B-A.4.2.1)        benefin=benfluralin, (B-A.4.2.2) butralin, (B-A.4.2.3)        dinitramine, (B-A.4.2.4) ethalfluralin, (B-A.4.2.5) oryzalin,        (B-A.4.2.6) pendimethalin, (B-A.4.2.7) trifluralin, (B-A.4.2.8)        amiprophos-methyl, (B-A.4.2.9) butamiphos, (B-A.4.2.10)        propyzamide=pronamide, (B-A.4.2.11) tebutam, (B-A.4.2.12)        DCPA=chlorthal-dimethyl, (B-A.4.2.13) chlorpropham, (B-A.4.2.14)        propham, (B-A.4.2.15) carbetamide, (B-A.4.2.16) dithiopyr and        (B-A.4.2.17) thiazopyr;    -   (B-A.4.3) inhibitors of mitosis or microtubuli organisation,        such as (B-A.4.3.1) chlorpropham, (B-A.4.3.2) propham,        (B-A.4.3.3) carbetamide;    -   (B-A.4.4) inhibitors of the synthesis of very long-chain fatty        acids (VLCFAs), such as (B-A.4.4.1) acetochlor, (B-A.4.4.2)        alachlor, (B-A.4.4.3) butachlor, (B-A.4.4.4) dimethachlor,        (B-A.4.4.5) dimethenamid, (B-A.4.4.6) metazachlor, (B-A.4.4.7)        metolachlor, (B-A.4.4.8) S-metolachlor, (B-A.4.4.9) pethoxamid,        (B-A.4.4.10) pretilachlor, (B-A.4.4.11) propachlor, (B-A.4.4.12)        propisochlor, (B-A.4.4.13) thenylchlor, (B-A.4.4.14) diphenamid,        (B-A.4.4.15) napropamide, (B-A.4.4.16) naproanilide,        (B-A.4.4.17) flufenacet, (B-A.4.4.18) mefenacet, (B-A.4.4.19)        fentrazamide, (B-A.4.4.20) cafenstrole, (B-A.4.4.21) piperophos,        (B-A.4.4.22) S—(N-aryl-N-alkylcarbamoylmethyl)dithiophosphonates        and (B-A.4.4.22a)        S—[N-(4-chlorophenyl)-N-isopropylcarbamoylmethyl] O,O-dimethyl        dithiophosphate (anilofos);-   (B-A.5) herbicides which disrupt photosynthesis, such as (B-A.5.1)    inhibitors of the photosynthesis II system, such as (B-A.5.1.1)    desmetryne, (B-A.5.1.2) bromacil, (B-A.5.1.3) lenacil, (B-A.5.1.4)    terbacil, (B-A.5.1.5) pyrazon=chloridazon, (B-A.5.1.6) desmedipham,    (B-A.5.1.7) phenmedipham, (B-A.5.1.8) chlorobromuron, (B-A.5.1.9)    chlorotoluron, (B-A.5.1.10) chloroxuron, (B-A.5.1.11) dimefuron,    (B-A.5.1.12) diuron, (B-A.5.1.13) ethidimuron, (B-A.5.1.14) fenuron,    (B-A.5.1.15) fluometuron, (B-A.5.1.16) isoproturon, (B-A.5.1.17)    isouron, (B-A.5.1.18) linuron, (B-A.5.1.19) methabenzthiazuron,    (B-A.5.1.20) metobromuron, (B-A.5.1.21) metoxuron, (B-A.5.1.22)    monolinuron, (B-A.5.1.23) neburon, (B-A.5.1.24) siduron,    (B-A.5.1.25) tebuthiuron, (B-A.5.1.26) propanil, (B-A.5.1.27)    pentanochlor, (B-A.5.1.28) bromofenoxim, (B-A.5.1.29) bromoxynil,    (B-A.5.1.30) ioxynil, (B-A.5.1.31) bentazone, (B-A.5.1.32) pyridate,    (B-A.5.1.33) pyridafol, (B-A.5.1.34)    4-amino-N-tert-butyl-4,5-dihydro-3-isopropyl-5-oxo-1,2,4-1H-triazole-1-carboxamide    (amicarbazone), (B-A.5.1.35)    3-cyclohexyl-6-dimethylamino-1-methyl-1,3,5-triazine-2,4-(B-AH,3H)dione    (hexazinone), (B-A.5.1.36)    4-amino-4,5-dihydro-3-methyl-6-phenyl-1,2,4-triazin-5-one    (metamitron), (B-A.5.1.37)    4-amino-6-tert-butyl-4,5-dihydro-3-methylthio-1,2,4-triazin-5-one    (metribuzin), (B-A.5.1.38) ametryn, (B-A.5.1.39) atrazine,    (B-A.5.1.40) cyanazine, (B-A.5.1.41) dimethametrin, (B-A.5.1.42)    prometon, (B-A.5.1.43) prometryn, (B-A.5.1.44) propazine,    (B-A.5.1.45) simazine, (B-A.5.1.46) symetryn, (B-A.5.1.47)    terbumeton, (B-A.5.1.48) terbuthylazine, (B-A.5.1.49) terbutryn and    (B-A.5.1.50) trietazine;-   (B-A.6) Herbicides which adversely affect plant development by    hormone-like effects, such as (B-A.6.1) clomeprop, (B-A.6.2) 2,4-D,    (B-A.6.3) 2,4-DB, (B-A.6.4) dichlorprop=2,4-DP, (B-A.6.5) MCPA,    (B-A.6.6) MCPB, (B-A.6.7) mecoprop=MCPP=CMPP, (B-A.6.8) chloramben,    (B-A.6.9) dicamba, (B-A.6.10) TBA, (B-A.6.11) quinclorac, (B-A.6.12)    quinmerac, (B-A.6.13) benazolin-ethyl, (B-A.6.14) naptalam,    (B-A.6.15) diflufenzopyr-Na, (B-A.6.16) aminopyralid, (B-A.6.17)    clopyralid, (B-A.6.18) fluroxypyr (-meptyl), (B-A.6.19) picloram,    (B-A.6.20) triclopyr, (B-A.6.21) forchlorfenuron and (B-A.6.22)    thidiazuron;-   (B-A.7) Herbicides having an as yet unconfirmed mechanism of action,    such as (B-A.7.1) flamprop-M-methyl/-isopropyl, (B-A.7.2)    difenzoquat, (B-A.7.3) DSMA, (B-A.7.4) MSMA, (B-A.7.5) bromobutide,    (B-A.7.6) (chloro)-flurenol (-methyl), (B-A.7.7) cinmethylin,    (B-A.7.8) cumyluron, (B-A.7.9) dazomet, (B-A.7.10) dymron=daimuron,    (B-A.7.11) methyldimuron=methyl-dymron, (B-A.7.12) etobenzanid,    (B-A.7.13) fosamine, (B-A.7.14) indanofan, (B-A.7.15) metam,    (B-A.7.16) oxaziclomefone and (B-A.7.17) Pyributicarb;-   (B-B) Herbicides having a rapid onset of harmful action, for example-   (B-B.1) Herbicides which negatively affect the electron transport in    the photo system I, such as (B-B.1.1) diquat, (B-B.1.1a) diquat    dibromide, (B-B.1.2) paraquat, (B-B.1.2a) paraquat dichloride;-   (B-B.2) Inhibitors of protoporphyrin oxidase, such as (B-B.2.1)    acifluorfen-Na, (B-B.2.2) bifenox, (B-B.2.3) chlomethoxyfen,    (B-B.2.4) fluoroglycofen-ethyl, (B-B.2.5) fomesafen, (B-B.2.6)    halosafen, (B-B.2.7) lactofen, (B-B.2.8) oxyfluorfen, (B-B.2.9)    fluazolate, (B-B.2.10) pyraflufen-ethyl, (B-B.2.11)    cinidon/-methyl/-ethyl, (B-B.2.12) flumioxazin, (B-B.2.13)    flumiclorac-pentyl, (B-B.2.14) fluthiacet-methyl, (B-B.2.15)    thidiazimin, (B-B.2.16) oxadiazon, (B-B.2.17) oxadiargyl, (B-B.2.18)    pentoxazone, (B-B.2.19) benzfendizone, (B-B.2.20) butafenacil,    (B-B.2.21) pyraclonil, (B-B.2.22) profluazol, (B-B.2.23)    flufenpyr-ethyl, (B-B.2.24) azafenidin, (B-B.2.25)    carfentrazone-ethyl, (B-B.2.26) sulfentrazone and (B-B.2.27)    bencarbazone;-   (B-B.3) Destroyers of the cell membranes in plants, such as    (B-B.3.1) DNOC, (B-B.3.2) dinoseb and (B-B.3.3) dinoterb;-   (B-B.4) Herbicides having an unknown mechanism of action, such as    (B-B.4.1) oleic acid and (B-B.4.2) pelargonic acid.

The abovementioned herbicides of Groups (B-A) and (B-B) and theirsubgroups are known from the respective abovementioned publications anddefined by their chemical name or, in the case of commercial products,by the common names given, for example, in “The Pesticide Manual”, TheBritish Crop Protection Council, 14^(th) edition, 2006, or in thecorresponding e-Pesticide Manual, version 4.0, British Crop ProtectionCouncil 2006 or else in the “Compendium of Pesticide Common Names”(available via the internet).

If the commercial active compounds are preferably present in the form ofa special salt or ester of the stated compound, the reference to thecompound preferably also includes the customary commercial form, if thishas not likewise been stated.

In some cases, the herbicide Groups (B-A) and (B-B) and their subgroupscomprise active compounds from various structural classes. Therespective herbicides from the same structural class of a group orsubgroup of the Groups (B-A) and (B-B) mentioned thus form in each casea more preferred subgroup within the respective mechanism-of-action orphenomenological group.

Preference is given to the use of compositions comprising a combinationof a compound (A1), (A2), (A3), (A4), (A5), (A6), (A7), (A8), (A9),(A10), (A11), (A12), (A13), (A14), (A15), (A16) (A17), (A18), (A19) or(A20) with one or more active compounds from the group of the herbicidegroups (B-A), (B-A.1), (B-A.1.1), (B-A.1.2), (B-A.1.3), (B-A.2),(B-A.2.1), (B-A.2.2), (B-A.3), (B-A.3.1), (B-A.3.2), (B-A.4), (B-A.4.1),(B-A.4.2), (B-A.4.3), (B-A.4.4), (B-A.5), (B-A.5.1), (B-A.6), (B-A.7),(B-B), (B-B.1), (B-B.2), (B-B.3) or (B-B.4).

Group (C):

Suitable plant growth regulators (PGR) are compounds or mixtures whichmay have an influence on the germination, growth, maturation andripening or the development of plants or their fruits. These plantgrowth regulators may be divided in certain subclasses as exemplifiedbelow.

-   (C-1) Antiauxins, such as (C-1.1)    clofibrin[2-(4-Chlorphenoxy)-2-methylpropansäure] and (C-1.2)    2,3,5-tri-iodobenzoic acid;-   (C-2) Auxins, such as (C-2.1) 4-CPA (4-chlorophenoxyacetic acid),    (C-2.2) 2,4-D (2,4-dichlorophenoxyacetic acid), (C-2.3) 2,4-DB    [4-(2,4-dichlorophenoxy)butanoic acid], (C-2.4) 2,4-DEP    {tris[2-(2,4-dichlorophenoxyl)ethyl]phosphite}, (C-2.5) dichlorprop,    (C-2.6) fenoprop, (C-2.7) IAA (β-indoleacetic acid), (C-2.8) IBA    (4-indol-3-ylbutanoic acid), (C-2.9) naphthalineacetamide, (C-2.10)    α-naphthalineacetic acid, (C-2.11) 1-naphthol, (C-2.12)    naphthoxyacetic acid, (C-2.13) potassium naphthenate, (C-2.14)    sodium naphthenate, (C-2.15) 2,4,5-T [(2,4,5-trichlorophenoxy)acetic    acid];-   (C-3) Cytokinins, such as (C-3.1) 2iP    [N-(3-methylbut-2-enyl)-1H-purin-6-amine], (C-3.2) benzyladenine,    (C-3.3) kinetin, (C-3.3) zeatin;-   (C-4) Defoliants, such as (C-4.1) calcium cyanamide, (C-4.2)    dimethipin, (C-4.3) endothal, (C-4.4) ethephon, (C-4.5) merphos,    (C-4.6) metoxuron, (C-4.7) pentachlorophenol, (C-4.8) thidiazuron,    (C-4.9) tribufos;-   (C-5) Ethylene inhibitors, such as (C-5.1) aviglycine, (C-5.2)    aviglycine-hydrochloride, (C-5.3) 1-methylcyclopropene;-   (C-6) Ethylene generators, such as (C-6.1) ACC    (1-aminocyclopropanecarboxylic acid), (C-6.2) etacelasil, (C-6.3)    ethephon, (C-6.4) glyoxime;-   (C-7) Gibberellins, such as gibberellins A1 (C-7.1), A4 (C-7.2), A7    (C-7.3), (C-7.4) gibberellic acid (=gibberellin A3);-   (C-8) Growth inhibitors, such as (C-8.1) abscisic acid, (C-8.2)    ancymidol, (C-8.3) butralin, (C-8.4) carbaryl, (C-8.5) chlorphonium    or (C-8.5A) its chloride, (C-8.6) chlorpropham, (C-8.7) dikegulac,    (C-8.8) dikegulac-sodium, (C-8.9) flumetralin, (C-8.10) fluoridamid,    (C-8.11) fosamine, (C-8.12) glyphosine, (C-8.13) isopyrimol,    (C-8.14) jasmonic acid, (C-8.15) maleic acid hydrazide or (C-8.15A)    its potassium salt, (C-8.16) mepiquat or (C-8.16A) its chloride,    (C-8.17) piproctanyl or (C-8.17A) its bromide, (C-8.18)    prohydrojasmon, (C-8.19) propham, (C-8.20) 2,3,5-tri-iodobenzoic    acid;-   (C-9) Morphactins, such as (C-9.1) chlorfluren, (C-9.2)    chlorflurenol, (C-9.3) chlorflurenol-methyl, (C-9.4)    dichloroflurenol, (C-9.5) flurenol;-   (C-10) Growth retardants/modifiers, such as (C-10.1) chlormequat,    (C-10.2) chlormequat-chloride, (C-10.3) daminozide, (C-10.4)    flurprimidol, (C-10.5) mefluidide, (C-10.6) mefluididediolamine,    (C-10.7) paclobutrazol, (C-10.8) cyproconazole, (C-10.9)    tetcyclacis, (C-10.10) uniconazole, (C-10.11) uniconazole-P;-   (C-11) Growth stimulants, such as (C-11.1) brassinolide, (C-11.2)    forchlorfenuron, (C-11.3) hymexazol, (C-11.4) 2-amino-6-oxypurine    derivatives, (C-11.5) indolinone derivates, (C-11.6)    3,4-disubstituted maleimide derivatives and (C-11.7) azepinone    derivatives;-   (C-12) non-classified PGRs, such as (C-12.1) benzofluor, (C-12.2)    buminafos, (C-12.3) carvone, (C-12.4) ciobutide, (C-12.5) clofencet,    (C-12.6) clofence-potassium, (C-12.7) cloxyfonac, (C-12.8)    cloxyfonac-sodium, (C-12.9) cyclanilide, (C-12.10) cycloheximide,    (C-12.11) epocholeone, (C-12.12) ethychlozate, (C-12.13) ethylene,    (C-12.14) fenridazon, (C-12.15) heptopargil, (C-12.16) holosulf,    (C-12.17) inabenfide, (C-12.18) karetazan, (C-12.19) bleiarsenat,    (C-12.20) methasulfocarb, (C-12.21) prohexadione, (C-12.22)    prohexadione-calcium, (C-12.23) pydanon, (C-12.24) sintofen,    (C-12.25) triapenthenol, (C-12.26) trinexapac and (C-12.27)    trinexapac-ethyl;-   (C-13) and other PGRs, such as (C-13.1) 2,6-diisopropylnaphthaline,    (C-13.2) cloprop, (C-13.3) ethyl 1-naphthylacetate, (C-13.4)    isoprothiolane, (C-13.5) MCPB-ethyl [ethyl    4-(4-chloro-o-tolyloxy)butanoate], (C-13.6)    N-acetylthiazolidin-4-carboxylic acid, (C-13.7) n-decanol, (C-13.8)    pelargonic acid, (C-13.9) N-phenylphthalimic acid, (C-13.10)    tecnazene, (C-13.11) triacontanol, (C-13.12)    2,3-dihydro-5,6-diphenyl-1,4-oxathiine, (C-13.13)    2-cyano-3-(2,4-dichlorophenyl)acrylic acid, (C-13.14) 2-hydrazino    ethanol, (C-13.15) alorac, (C-13.16) amidochlor, (C-13.17) BTS 44584    [dimethyl(4-piperidinocarbonyloxy-2,5-xyly)sulfonium-toluen-4-sulfonate],    (C-13.18) chloramben, (C-13.19) chlorfluren, (C-13.20)    chlorfluren-methyl, (C-13.21) dicamba-methyl, (C-13.22)    dichlorflurenol, (C-13.23) dichlorflurenol-methyl, (C-13.24)    dimexano, (C-13.25) etacelasil, (C-13.26)    hexafluoroacetone-trihydrate, (C-13.27)    N-(2-ethyl-2H-pyrazol-3-yl)-N-phenylurea, (C-13.28)    N-m-tolylphthalamic acid, (C-13.29) N-pyrrolidinosuccinamic acid,    (C-13.30) propyl 3-tert-butylphenoxyacetate, (C-13.31) pydanon,    (C-13.32) natrium (Z)-3-chloroacrylate.

Preferably chlormequat, chlormequat-chlorid, cyclanilide, dimethipin,ethephon, flumetralin, flurprimidol, inabenfide, mepiquat,mepiquat-chlorid, 1-methylcyclopropen, paclobutrazol,prohexadioncalcium, prohydrojasmon, tribufos, thidiazuron, trinexapac,trinexapac-ethyl or uniconazol are used as mixing partner forN-cyclopropyl-N-[substituted-benzyl]-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamideor thiocarboxamide derivatives of formula (I).

All of the above mentioned plant growth regulators are known [cf. ThePesticide Manual, 14^(th) Edition (2006) and das Compendium of PesticideCommon Names unter der Internet-Homepagehttp://www.alanwood.net/pesticides/index.html].

Group (D)

The safener of Group (D) is generally a crop plantcompatibility-improving compound selected from the group consisting of(D-1) 4-dichloroacetyl-1-oxa-4-azaspiro[4.5]decane (AD-67), (D-2)dicyclonon, (D-3) benoxacor, (D-4) cloquintocet-mexyl (cf. also relatedcompounds in EP-A-0 086750, EP-A-0 094349, EP-A-0191736, EP-A-0492366),(D-5) cumyluron, (D-6) cyometrinil, (D-7) 2,4-dichlorophenoxyacetic acid(2,4-D), (D-8) 4-(2,4-dichlorophenoxy)butyric acid (2,4-DB), (D-9)daimuron (dymron), (D-10) dicamba, (D-11) dimepiperate, (D-12)2,2-dichloro-N-(2-oxo-2-(2-propenylamino)ethyl)-N-(2-propenyl)acetamide(DKA-24), (D-13) dichlormid, (D-14) fenclorim, (D-15)fenchlorazole-ethyl (cf. also related compounds in EP-A-0174562 andEP-A-346620), (D-16) flurazole, (D-17) fluxofenim, (D-18) furilazole,(D-19) isoxadifen-ethyl (cf. also related compounds in WO-A-95/07897),(D-20) lactidichlor, (D-21) (4-chloro-o-tolyloxy)acetic acid (MCPA),(D-22) mecoprop, (D-23) mefenpyr-diethyl (cf. also related compounds inWO-A-91/07874), (D-24) 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191),(D-25) 2-propenyl-1-oxa-4-azaspiro[4.5]decane 4-carbodithioate (MG-838),(D-26) 1,8-naphthalic anhydride, (D-27) oxabetrinil, (D-28)2,2-dichloro-N-(1,3-dioxolan-2-ylmethyl)-N-(2-propenyl)acetamide(PPG-1292), (D-29) 3-dichloroacetyl-2,2-dimethyloxazolidine (R-28725),(D-30) 3-dichloroacetyl-2,2,5-trimethyloxazolidine (R-29148), (D-31)4-(4-chloro-o-tolyl)butyric acid, (D-32) 4-(4-chlorophenoxy)butyricacid, (D-33) diphenylmethoxy acetic acid, (D-34) methyldiphenylmethoxyacetate, (D-35) ethyl diphenylmethoxyacetate, (D-36)methyl 1-(2-chlorophenyl)-5-phenyl-1H-pyrazole-3-carboxylate, (D-37)ethyl 1-(2,4-dichlorophenyl)-5-methyl-1H-pyrazole-3-carboxylate, (D-38)ethyl 1-(2,4-dichlorophenyl)-5-isopropyl-1H-pyrazole-3-carboxylate,(D-39) ethyl1-(2,4-dichlorophenyl)-5-(1,1-dimethylethyl)-1H-pyrazole-3-carboxylate,(D-40) ethyl 1-(2,4-dichlorophenyl)-5-phenyl-1H-pyrazole-3-carboxylate(cf. also related compounds in EP-A-0269806 and EP-A-0333131), (D-41)ethyl 5-(2,4-dichlorobenzyl)-2-isoxazoline-3-carboxylate, (D-42) ethyl5-phenyl-2-isoxazoline-3-carboxylate, (D-43) ethyl5-(4-fluorophenyl)-5-phenyl-2-isoxazoline-3-carboxylate (cf. alsorelated compounds in WO-A-91/08202), (D-44)1,3-dimethylbut-1-yl5-chloroquinolin-8-oxyacetate, (D-45)4-allyloxybutyl 5-chloroquinolin-8-oxyacetate, (D-46)1-allyloxyprop-2-yl 5-chloroquinolin-8-oxyacetate, (D-47) methyl5-chloroquinoxalin-8-oxyacetate, (D-48) ethyl5-chloroquinolin-8-oxyacetate, (D-49) allyl5-chloroquinoxalin-8-oxyacetate, (D-50) 2-oxoprop-1-yl5-chloroquinolin-8-oxyacetate, (D-51) diethyl5-chloroquinolin-8-oxymalonate, (D-52) diallyl5-chloroquinoxalin-8-oxymalonate, (D-53) diethyl5-chloroquinolin-8-oxymalonate (cf. also related compounds inEP-A-0582198), (D-54) 4-carboxychroman-4-yl-acetic acid (AC-304415, cf.EP-A-0613618), (D-55) 4-chlorophenoxyacetic acid, (D-56)3,3′-dimethyl-4-methoxybenzophenone, (D-57)1-bromo-4-chloromethylsulphonylbenzene, (D-58)1-[4-(N-2-methoxybenzoylsulphamoyl)phenyl]-3-methylurea (aliasN-(2-methoxybenzoyl)-4-[(methylaminocarbonyl)amino]benzenesulphonamide),(D-59) 1-[4-(N-2-methoxybenzoylsulphamoyl)phenyl]-3,3-dimethylurea,(D-60) 1-[4-(N-4,5-dimethylbenzoylsulphamoyl)phenyl]-3-methylurea,(D-61) 1-[4-(N-naphthylsulphamoyl)phenyl]-3,3-dimethylurea, (D-62)N-{[4-(cyclopropylcarbamoyl)phenyl]-sulfonyl}-2-methoxybenzamide(cyprosulfamide), (D-63)N-{[4-(cyclopropylcarbamoyl)phenyl]sulfonyl}-2-methoxy-5-methylbenzamide.

Preferred safeners of Group (D) are (D-4) cloquintocet-mexyl, (D-5)cumyluron, (D-9) dymron, (D-11) dimepiperate, (D-14) fenclorim, (D-15)fenchlorazol-ethyl, (D-18) furilazole, (D-19) isoxadifen-ethyl, (D-23)mefenpyr-diethyl, (D-62)N-{[4-(cyclopropylcarbamoyl)phenyl]sulfonyl}-2-methoxybenzamide(cyprosulfamide) and (D-63)N-{[4-(cyclopropylcarbamoyl)phenyl]sulfonyl}-2-methoxy-5-methylbenzamide.

Further, the safeners mentioned in Group (D) are described, for example,in C. D. S. Tomlin (Ed.), The Pesticide Manual, 13^(th) Edition, BritishCrop Protection Council, Farnham, 2003 (or later editions).

In a preferred embodiment this invention is directed to mixturescomprising the compound (A1), (A2), (A3), (A4), (A5), (A6), (A7), (A8),(A9), (A10), (A11), (A12), (A13), (A14), (A15), (A16) (A17), (A18),(A19) or (A20) as compound of formula (I) and one component (B), (C) or(D).

In particular this invention is directed to mixtures comprising thecompound (A1), (A2), (A3), (A4), (A5), (A6), (A7), (A8), (A9), (A10),(A11), (A12), (A13), (A14), (A15), (A16) (A17), (A18), (A19) or (A20) ascompound of formula (I) and at least one compound selected among thelist L1 consisting of (B-A.1.1.1), (B-A.1.1.2), (B-A.1.1.3),(B-A.1.1.4), (B-A.1.1.5), (B-A.1.1.6), (B-A.1.1.7), (B-A.1.1.8),(B-A.1.1.9), (B-A.1.1.10), (B-A.1.1.11), (B-A.1.1.12), (B-A.1.1.13),(B-A.1.1.14), (B-A.1.1.15), (B-A.1.1.16), (B-A.1.1.17), (B-A.1.1.18),(B-A.1.1.19), (B-A.1.1.20), (B-A.1.1.21), (B-A.1.1.22), (B-A.1.1.23),(B-A.1.1.24), (B-A.1.1.25), (B-A.1.1.26), (B-A.1.1.27), (B-A.1.1.28),(B-A.1.1.29), (B-A.1.1.30), (B-A.1.1.31), (B-A.1.1.32), (B-A.1.1.33),(B-A.1.1.34), (B-A.1.1.35), (B-A.1.1.36), (B-A.1.1.37), (B-A.1.1.38),(B-A.1.1.39), (B-A.1.1.40), (B-A.1.1.41), (B-A.1.1.42), (B-A.1.1.43),(B-A.1.1.44), (B-A.1.1.45), (B-A.1.1.46), (B-A.1.1.47), (B-A.1.2.1),(B-A.1.2.2), (B-A.1.2.3), (B-A.1.2.4), (B-A.1.2.5), (B-A.1.2.6),(B-A.1.2.7), (B-A.1.2.8), (B-A.1.2.9), (B-A.1.2.10), (B-A.1.3.1),(B-A.2.1.1), (B-A.2.1.2), (B-A.2.1.3), (B-A.2.1.4), (B-A.2.1.5),(B-A.2.1.6), (B-A.2.1.7), (B-A.2.1.8), (B-A.2.1.9), (B-A.2.1.10),(B-A.2.1.11), (B-A.2.1.11a), (B-A.2.1.11b), (B-A.2.1.12), (B-A.2.1.13),(B-A.2.1.14), (B-A.2.1.14a), (B-A.2.1.14b), (B-A.2.1.15), (B-A.2.1.15a),(B-A.2.1.15b), (B-A.2.1.16), (B-A.2.1.17), (B-A.2.1.18), (B-A.2.1.19),(B-A.2.1.20), (B-A.2.1.21), (B-A.2.1.22), (B-A.2.1.23), (B-A.2.1.24),(B-A.2.1.25), (B-A.2.1.26), (B-A.2.1.27), (B-A.2.1.28), (B-A.2.1.29),(B-A.2.1.29a), (B-A.2.1.29b), (B-A.2.1.29c), (B-A.2.1.30), (B-A.2.1.31),(B-A.2.1.32), (B-A.2.1.33), (B-A.2.1.33a), (B-A.2.1.33b), (B-A.2.1.34),(B-A.2.1.35), (B-A.2.1.36), (B-A.2.1.37), (B-A.2.1.37a), (B-A.2.1.37b),(B-A.2.1.38), (B-A.2.1.39), (B-A.2.1.40), (B-A.2.1.41), (B-A.2.1.42),(B-A.2.1.43), (B-A.2.1.44), (B-A.2.1.45), (B-A.2.1.46), (B-A.2.1.47),(B-A.2.1.48), (B-A.2.1.49), (B-A.2.1.50), (B-A.2.1.51), (B-A.2.1.52),(B-A.2.1.53), (B-A.2.1.54), (B-A.2.1.55), (B-A.2.1.56), (B-A.2.1.56a),(B-A.2.1.56b), (B-A.2.1.57), (B-A.2.1.57a), (B-A.2.1.57b), (B-A.2.1.58),(B-A.2.1.59), (B-A.2.1.60), (B-A.2.1.61), (B-A.2.1.62), (B-A.2.1.62a),(B-A.2.1.62b), (B-A.2.1.63), (B-A.2.1.64), (B-A.2.1.65), (B-A.2.1.66),(B-A.2.1.67), (B-A.2.1.68), (B-A.2.1.68a), (B-A.2.1.68b), (B-A.2.1.69),(B-A.2.2.1), (B-A.2.2.1a), (B-A.2.1.1b), (B-A.2.1.1c), (B-A.2.2.2),(B-A.2.3.1), (B-A.2.3.2), (B-A.2.3.1a), (B-A.2.3.1b), (B-A.2.3.1c),(B-A.3.1.1), (B-A.3.1.1a), (B-A.3.1.2), (B-A.3.1.3), (B-A.3.1.4),(B-A.3.1.5), (B-A.3.1.6), (B-A.3.1.7), (B-A.3.1.8), (B-A.3.1.9),(B-A.3.1.10), (B-A.3.1.11), (B-A.3.1.12), (B-A.3.1.12a), (B-A.3.1.12b),(B-A.3.1.12c), (B-A.3.1.12d), (B-A.3.1.12e), (B-A.3.1.12f),(B-A.3.1.12g), (B-A.3.1.13), (B-A.3.1.14), (B-A.3.1.15), (B-A.3.1.15a),(B-A.3.1.16), (B-A.3.1.17), (B-A.3.1.17a), (B-A.3.1.17b), (B-A.3.1.17c),(B-A.3.1.17d), (B-A.3.1.17e), (B-A.3.1.17f), (B-A.3.1.17g),(B-A.3.1.18), (B-A.3.1.19), (B-A.3.1.20), (B-A.3.1.20a), (B-A.3.1.20b),(B-A.3.1.20c), (B-A.3.1.21), (B-A.3.1.22), (B-A.3.1.23), (B-A.3.1.24),(B-A.3.1.25), (B-A.3.1.26), (B-A.3.1.27), (B-A.3.1.28), (B-A.3.1.29),(B-A.3.1.30), +(B-A.3.1.31), (B-A.3.1.32), (B-A.3.2.1), (B-A.3.2.2),(B-A.3.2.3), (B-A.3.2.4), (B-A.3.2.5), (B-A.3.2.6), (B-A.3.2.7),(B-A.3.2.8), (B-A.3.2.9), (B-A.3.2.10), (B-A.3.2.11), (B-A.3.2.12),(B-A.3.2.13), (B-A.3.2.14), (B-A.3.2.15), (B-A.3.2.16), (B-A.3.2.17),(B-A.3.2.18), (B-A.3.2.19), (B-A.4.1.1), (B-A.4.1.2), (B-A.4.1.3),(B-A.4.1.4), (B-A.4.1.5), (B-A.4.2.1), (B-A.4.2.2), (B-A.4.2.3),(B-A.4.2.4), (B-A.4.2.5), (B-A.4.2.6), (B-A.4.2.7), (B-A.4.2.8),(B-A.4.2.9), (B-A.4.2.10), (B-A.4.2.11), (B-A.4.2.12), (B-A.4.2.13),(B-A.4.2.14), (B-A.4.2.15), (B-A.4.2.16), (B-A.4.2.17), (B-A.4.3.1),(B-A.4.3.2), (B-A.4.3.3), (B-A.4.4.1), (B-A.4.4.2), (B-A.4.4.3),(B-A.4.4.4), (B-A.4.4.5), (B-A.4.4.6), (B-A.4.4.7), (B-A.4.4.8),(B-A.4.4.9), (B-A.4.4.10), (B-A.4.4.11), (B-A.4.4.12), (B-A.4.4.13),(B-A.4.4.14), (B-A.4.4.15), (B-A.4.4.16), (B-A.4.4.17), (B-A.4.4.18),(B-A.4.4.19), (B-A.4.4.20), (B-A.4.4.21), (B-A.4.4.22), (B-A.4.4.22a),(B-A.5.1.1), (B-A.5.1.2), (B-A.5.1.3), (B-A.5.1.4), (B-A.5.1.5),(B-A.5.1.6), (B-A.5.1.7), (B-A.5.1.8), (B-A.5.1.9), (B-A.5.1.10),(B-A.5.1.11), (B-A.5.1.12), (B-A.5.1.13), (B-A.5.1.14), (B-A.5.1.15),(B-A.5.1.16), (B-A.5.1.17), (B-A.5.1.18), (B-A.5.1.19), (B-A.5.1.20),(B-A.5.1.21), (B-A.5.1.22), (B-A.5.1.23), (B-A.5.1.24), (B-A.5.1.25),(B-A.5.1.26), (B-A.5.1.27), (B-A.5.1.28), (B-A.5.1.29), (B-A.5.1.30),(B-A.5.1.31), +(B-A.5.1.32), (B-A.5.1.33), (B-A.5.1.34), (B-A.5.1.35),(B-A.5.1.36), (B-A.5.1.37), (B-A.5.1.38), (B-A.5.1.39), (B-A.5.1.40),(B-A.5.1.41), (B-A.5.1.42), (B-A.5.1.43), (B-A.5.1.44), (B-A.5.1.45),(B-A.5.1.46), (B-A.5.1.47), (B-A.5.1.48), (B-A.5.1.49), (B-A.5.1.50),(B-A.6.1), (B-A.6.2), (B-A.6.3), (B-A.6.4), (B-A.6.5), (B-A.6.6),(B-A.6.7), (B-A.6.8), (B-A.6.9), (B-A.6.10), (B-A.6.11), (B-A.6.12),(B-A.6.13), (B-A.6.14), (B-A.6.15), (B-A.6.16), (B-A.6.17), (B-A.6.18),(B-A.6.19), (B-A.6.20), (B-A.6.21), (B-A.6.22), (B-A.7.1), (B-A.7.2),(B-A.7.3), (B-A.7.4), (B-A.7.5), (B-A.7.6), (B-A.7.7), (B-A.7.8),(B-A.7.9), (B-A.7.10), (B-A.7.11), (B-A.7.12), (B-A.7.13), (B-A.7.14),(B-A.7.15), (B-A.7.16), (B-A.7.17), (B-B.1.1), (B-B.1.1a), (B-B.1.2),(B-B.1.2a), (B-B.2.1), (B-B.2.2), (B-B.2.3), (B-B.2.4), (B-B.2.5),(B-B.2.6), (B-B.2.7), (B-B.2.8), (B-B.2.9), (B-B.2.10), (B-B.2.11),(B-B.2.12), (B-B.2.13), (B-B.2.14), (B-B.2.15), (B-B.2.16), (B-B.2.17),(B-B.2.18), (B-B.2.19), (B-B.2.20), (B-B.2.21), (B-B.2.22), (B-B.2.23),(B-B.2.24), (B-B.2.25), (B-B.2.26), (B-B.2.27), (B-B.3.1), (B-B.3.2),(B-B.3.3), (B-B.4.1), (B-B.4.2), (C-1.1), (C-1.2), (C-2.1), (C-2.2),(C-2.3), (C-2.4), (C-2.5), (C-2.6), (C-2.7), (C-2.8), (C-2.9), (C-2.10),(C-2.11), (C-2.12), (C-2.13), (C-2.14), (C-2.15), (C-3.1), (C-3.2),(C-3.3), (C-3.3), (C-4.1), (C-4.2), (C-4.3), (C-4.4), (C-4.5), (C-4.6),(C-4.7), (C-4.8), (C-4.9), (C-5.1), (C-5.2), (C-5.3), (C-6.1), (C-6.2),(C-6.3), (C-6.4), (C-7.1), (C-7.2), (C-7.3), (C-7.4), (C-8.1), (C-8.2),(C-8.3), (C-8.4), (C-8.5), (C-8.5A), (C-8.6), (C-8.7), (C-8.8), (C-8.9),(C-8.10), (C-8.11), (C-8.12), (C-8.13), (C-8.14), (C-8.15), (C-8.15A),(C-8.16), (C-8.16A), (C-8.17), (C-8.17A), (C-8.18), (C-8.19), (C-8.20),(C-9.1), (C-9.2), (C-9.3), (C-9.4), (C-9.5), (C-10.1), (C-10.2),(C-10.3), (C-10.4), (C-10.5), (C-10.6), (C-10.7), (C-10.8), (C-10.9),(C-10.10), (C-10.11), (C-11.1), (C-11.2), (C-11.3), (C-11.4), (C-11.5),(C-11.6), (C-11.7), (C-12.1), (C-12.2), (C-12.3), (C-12.4), (C-12.5),(C-12.6), (C-12.7), (C-12.8), (C-12.9), (C-12.10), (C-12.11), (C-12.12),(C-12.13), (C-12.14), (C-12.15), (C-12.16), (C-12.17), (C-12.18),(C-12.19), (C-12.20), (C-12.21), (C-12.22), (C-12.23), (C-12.24),(C-12.25), (C-12.26), (C-12.27), (C-13.1), (C-13.2), (C-13.3), (C-13.4),(C-13.5), (C-13.6), (C-13.7), (C-13.8), (C-13.9), (C-13.10), (C-13.11),(C-13.12), (C-13.13), (C-13.14), (C-13.15), (C-13.16), (C-13.17),(C-13.18), (C-13.19), (C-13.20), (C-13.21), (C-13.22), (C-13.23),(C-13.24), (C-13.25), (C-13.26), (C-13.27), (C-13.28), (C-13.29),(C-13.30), (C-13.31), (C-13.32), (D-1), (D-2), (D-3), (D-4), (D-5),(D-6), (D-7), (D-8), (D-9), (D-10), (D-11), (D-12), (D-13), (D-14),(D-15), (D-16), (D-17), (D-18), (D-19), (D-20), (D-21), (D-22), (D-23),(D-24), (D-25), (D-26), (D-27), (D-28), (D-29), (D-30), (D-31), (D-32),(D-33), (D-34), (D-35), (D-36), (D-37), (D-38), (D-39), (D-40), (D-41),(D-42), (D-43), (D-44), (D-45), (D-46), (D-47), (D-48), (D-49), (D-50),(D-51), (D-52), (D-53), (D-54), (D-55), (D-56), (D-57), (D-58), (D-59),(D-60), (D-61), (D-62) and (D-63).

Even more particularly, this invention is directed to mixturescomprising the compound (A2), (A5), (A7) or (A1 2), particularly (A5),as compound of formula (I) and at least one compound selected among thelist L1 as herein described.

If the active compounds in the active compound combinations according tothe invention are present in certain weight ratios, the synergisticeffect is particularly pronounced. However, the weight ratios of theactive compounds in the active compound combinations can be variedwithin a relatively wide range.

In the combinations according to the invention the compounds (A) and (B)are present in a synergistically effective weight ratio of A:B in arange of 100:1 to 1:100, preferably in a weight ratio of 50:1 to 1:50,more preferably in a weight ratio of 20:1 to 1:20, and even morepreferably in a weight ratio of 10:1 to 1:10. Further ratios of A:Bwhich can be used according to the present invention with increasingpreference in the order given are: 95:1 to 1:95, 90:1 to 1:90, 85:1 to1:85, 80:1 to 1:80, 75:1 to 1:75, 70:1 to 1:70, 65:1 to 1:65, 60:1 to1:60, 55:1 to 1:55, 45:1 to 1:45, 40:1 to 1:40, 35:1 to 1:35, 30:1 to1:30, 25:1 to 1:25, 15:1 to 1:15, 10:1 to 1:10, 5:1 to 1:5, 4:1 to 1:4,3:1 to 1:3, 2:1 to 1:2.

In the method of the invention, active compound combinations accordingto the invention are applied to leaves in a dose from 0.1 to 10 000 g/haand are applied to seeds in a dose from 2 to 200 g per 100 kg of seed.

Where a compound (A), (B), (C) or (D) can be present in tautomeric form,such a compound is understood hereinabove and hereinbelow also toinclude, where applicable, corresponding tautomeric forms, even whenthese are not specifically mentioned in each case.

Compounds (A), (B), (C) or (D) having at least one basic centre arecapable of forming, for example, acid addition salts, e.g. with stronginorganic acids, such as mineral acids, e.g. perchloric acid, sulfuricacid, nitric acid, nitrous acid, a phosphoric acid or a hydrohalic acid,with strong organic carboxylic acids, such as unsubstituted substituted,e.g. halo-substituted, C₁-C₄ alkanecarboxylic acids, e.g. acetic acid,saturated or unsaturated dicarboxylic acids, e.g. oxalic, malonic,succinic, maleic, fumaric and phthalic acid, hydroxycarboxylic acids,e.g. ascorbic, lactic, malic, tartaric and citric acid, or benzoic acid,or with organic sulfonic acids, such as unsubstituted or substituted,e.g. halo-substituted, C₁-C₄alkane- or aryl-sulfonic acids, e.g.methane- or p-toluene-sulfonic acid. Compounds (A), (B), (C) or (D)having at least one acid group are capable of forming, for example,salts with bases, e.g. metal salts, such as alkali metal or alkalineearth metal salts, e.g. sodium, potassium or magnesium salts, or saltswith ammonia or an organic amine, such as morpholine, piperidine,pyrrolidine, a mono-, di- or trilower alkylamine, e.g. ethyl-, diethyl-,triethyl- or dimethyl-propyl-amine, or a mono-, di- or trihydroxy-loweralkylamine, e.g. mono-, di- or tri-ethanolamine. In addition,corresponding internal salts may optionally be formed. In the context ofthe invention, preference is given to agrochemically advantageous salts.In view of the close relationship between the compounds ((A), (B), (C)or (D) in free form and in the form of their salts, hereinabove andherein below any reference to the free compounds (A), (B), (C) or (D) orto their salts should be understood as including also the correspondingsalts or the free compounds (A), (B), (C) or (D), respectively, whereappropriate and expedient. The equivalent also applies to tautomers ofcompounds (A), (B), (C) or (D) and to their salts.

According to the invention the expression “combination” stands for thevarious combinations of compounds (A) and compounds (B), (C) and/or (D),for example in a single “ready-mix” form, in a combined spray mixturecomposed from separate formulations of the single active compounds, suchas a “tank-mix”, and in a combined use of the single active ingredientswhen applied in a sequential manner, i.e. one after the other with areasonably short period, such as a few hours or days. Preferably theorder of applying the compounds (A) and compounds (B), (C) or (D) is notessential for working the present invention. Preferably the“combination” of compounds (A) and compounds (B), (C) and/or (D) is acomposition comprising compound (A) and compound (B), (C) and/or (D).

The present invention furthermore relates to compositions forcombating/controlling undesirable microorganisms comprising the activecompound combinations according to the invention. Preferably, thecompositions are fungicidal compositions comprising agriculturallysuitable auxiliaries, solvents, carriers, surfactants or extenders.

Furthermore the invention relates to a method of combating undesirablemicroorganisms, characterized in that the active compound combinationsaccording to the invention are applied to the phytopathogenic fungiand/or their habitat.

According to the invention, carrier is to be understood as meaning anatural or synthetic, organic or inorganic substance which is mixed orcombined with the active compounds for better applicability, inparticular for application to plants or plant parts or seeds. Thecarrier, which may be solid or liquid, is generally inert and should besuitable for use in agriculture.

Suitable solid or liquid carriers are: for example ammonium salts andnatural ground minerals, such as kaolins, clays, talc, chalk, quartz,attapulgite, montmorillonite or diatomaceous earth, and ground syntheticminerals, such as finely divided silica, alumina and natural orsynthetic silicates, resins, waxes, solid fertilizers, water, alcohols,especially butanol, organic solvents, mineral oils and vegetable oils,and also derivatives thereof. It is also possible to use mixtures ofsuch carriers. Solid carriers suitable for granules are: for examplecrushed and fractionated natural minerals, such as calcite, marble,pumice, sepiolite, dolomite, and also synthetic granules of inorganicand organic meals and also granules of organic material, such assawdust, coconut shells, maize cobs and tobacco stalks.

Suitable liquefied gaseous extenders or carriers are liquids which aregaseous at ambient temperature and under atmospheric pressure, forexample aerosol propellants, such as butane, propane, nitrogen and CO₂.

Tackifiers, such as carboxymethylcellulose and natural and syntheticpolymers in the form of powders, granules and latices, such as gumarabic, polyvinyl alcohol, polyvinyl acetate, or else naturalphospholipids, such as cephalins and lecithins and syntheticphospholipids can be used in the formulations. Other possible additivesare mineral and vegetable oils and waxes, optionally modified.

If the extender used is water, it is also possible for example, to useorganic solvents as auxiliary solvents. Suitable liquid solvents areessentially: aromatic compounds, such as xylene, toluene oralkylnaphthalenes, chlorinated aromatic compounds or chlorinatedaliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes ormethylene chloride, aliphatic hydrocarbons, such as cyclohexane orparaffins, for example mineral oil fractions, mineral and vegetableoils, alcohols, such as butanol or glycol, and also ethers and estersthereof, ketones, such as acetone, methyl ethyl ketone, methyl isobutylketone or cyclohexanone, strongly polar solvents, such asdimethylformamide and dimethyl sulphoxide, and also water.

The compositions according to the invention may comprise additionalfurther components, such as, for example, surfactants. Suitablesurfactants are emulsifiers, dispersants or wetting agents having ionicor nonionic properties, or mixtures of these surfactants. Examples ofthese are salts of polyacrylic acid, salts of lignosulphonic acid, saltsof phenolsulphonic acid or naphthalenesulphonic acid, polycondensates ofethylene oxide with fatty alcohols or with fatty acids or with fattyamines, substituted phenols (preferably alkylphenols or arylphenols),salts of sulphosuccinic esters, taurine derivatives (preferably alkyltaurates), phosphoric esters of polyethoxylated alcohols or phenols,fatty esters of polyols, and derivatives of the compounds containingsulphates, sulphonates and phosphates. The presence of a surfactant isrequired if one of the active compounds and/or one of the inert carriersis insoluble in water and when the application takes place in water. Theproportion of surfactants is between 5 and 40 percent by weight of thecomposition according to the invention.

It is possible to use colorants such as inorganic pigments, for exampleiron oxide, titanium oxide, Prussian blue, and organic dyes, such asalizarin dyes, azo dyes and metal phthalocyanine dyes, and tracenutrients, such as salts of iron, manganese, boron, copper, cobalt,molybdenum and zinc.

If appropriate, other additional components may also be present, forexample protective colloids, binders, adhesives, thickeners, thixotropicsubstances, penetrants, stabilizers, sequestering agents, complexformers. In general, the active compounds can be combined with any solidor liquid additive customarily used for formulation purposes.

In general, the compositions according to the invention comprise between0.05 and 99 percent by weight, 0.01 and 98 percent by weight, preferablebetween 0.1 and 95 percent by weight, particularly preferred between 0.5and 90 percent by weight of the active compound combination according tothe invention, very particularly preferable between 10 and 70 percent byweight.

The active compound combinations or compositions according to theinvention can be used as such or, depending on their respective physicaland/or chemical properties, in the form of their formulations or the useforms prepared therefrom, such as aerosols, capsule suspensions,cold-fogging concentrates, warm-fogging concentrates, encapsulatedgranules, fine granules, flowable concentrates for the treatment ofseed, ready-to-use solutions, dustable powders, emulsifiableconcentrates, oil-in-water emulsions, water-in-oil emulsions,macrogranules, microgranules, oil-dispersible powders, oil-miscibleflowable concentrates, oil-miscible liquids, foams, pastes,pesticide-coated seed, suspension concentrates, suspoemulsionconcentrates, soluble concentrates, suspensions, wettable powders,soluble powders, dusts and granules, water-soluble granules or tablets,water-soluble powders for the treatment of seed, wettable powders,natural products and synthetic substances impregnated with activecompound, and also microencapsulations in polymeric substances and incoating materials for seed, and also ULV cold-fogging and warm-foggingformulations.

The formulations mentioned can be prepared in a manner known per se, forexample by mixing the active compounds or the active compoundcombinations with at least one additive. Suitable additives are allcustomary formulation auxiliaries, such as, for example, organicsolvents, extenders, solvents or diluents, solid carriers and fillers,surfactants (such as adjuvants, emulsifiers, dispersants, protectivecolloids, wetting agents and tackifiers), dispersants and/or binders orfixatives, preservatives, dyes and pigments, defoamers, inorganic andorganic thickeners, water repellents, if appropriate siccatives and UVstabilizers, gibberellins and also water and further processingauxiliaries. Depending on the formulation type to be prepared in eachcase, further processing steps such as, for example, wet grinding, drygrinding or granulation may be required.

The compositions according to the invention do not only compriseready-to-use compositions which can be applied with suitable apparatusto the plant or the seed, but also commercial concentrates which have tobe diluted with water prior to use.

The active compound combinations according to the invention can bepresent in (commercial) formulations and in the use forms prepared fromthese formulations as a mixture with other (known) active compounds,such as insecticides, attractants, sterilants, bactericides, acaricides,nematicides, fungicides, growth regulators, herbicides, fertilizers,safeners and Semiochemicals.

The treatment according to the invention of the plants and plant partswith the active compounds or compositions is carried out directly or byaction on their surroundings, habitat or storage space using customarytreatment methods, for example by dipping, spraying, atomizing,irrigating, evaporating, dusting, fogging, broadcasting, foaming,painting, spreading-on, watering (drenching), drip irrigating and, inthe case of propagation material, in particular in the case of seeds,furthermore as a powder for dry seed treatment, a solution for seedtreatment, a water-soluble powder for slurry treatment, by incrusting,by coating with one or more layers, etc. It is furthermore possible toapply the active compounds by the ultra-low volume method, or to injectthe active compound preparation or the active compound itself into thesoil.

The invention furthermore comprises a method for treating seed. Theinvention furthermore relates to seed treated according to one of themethods described in the preceding paragraph.

The active compounds or compositions according to the invention areespecially suitable for treating seed. A large part of the damage tocrop plants caused by harmful organisms is triggered by an infection ofthe seed during storage or after sowing as well as during and aftergermination of the plant. This phase is particularly critical since theroots and shoots of the growing plant are particularly sensitive, andeven small damage may result in the death of the plant. Accordingly,there is great interest in protecting the seed and the germinating plantby using appropriate compositions.

The control of phytopathogenic fungi by treating the seed of plants hasbeen known for a long time and is the subject of continuousimprovements. However, the treatment of seed entails a series ofproblems which cannot always be solved in a satisfactory manner. Thus,it is desirable to develop methods for protecting the seed and thegerminating plant which dispense with the additional application of cropprotection agents after sowing or after the emergence of the plants orwhich at least considerably reduce additional application. It isfurthermore desirable to optimize the amount of active compound employedin such a way as to provide maximum protection for the seed and thegerminating plant from attack by phytopathogenic fungi, but withoutdamaging the plant itself by the active compound employed. Inparticular, methods for the treatment of seed should also take intoconsideration the intrinsic fungicidal properties of transgenic plantsin order to achieve optimum protection of the seed and the germinatingplant with a minimum of crop protection agents being employed.

Accordingly, the present invention also relates in particular to amethod for protecting seed and germinating plants against attack byphytopathogenic fungi by treating the seed with a composition accordingto the invention. The invention also relates to the use of thecompositions according to the invention for treating seed for protectingthe seed and the germinating plant against phytopathogenic fungi.Furthermore, the invention relates to seed treated with a compositionaccording to the invention for protection against phytopathogenic fungi.

The control of phytopathogenic fungi which damage plants post-emergenceis carried out primarily by treating the soil and the above-ground partsof plants with crop protection compositions. Owing to the concernsregarding a possible impact of the crop protection composition on theenvironment and the health of humans and animals, there are efforts toreduce the amount of active compounds applied.

One of the advantages of the present invention is that, because of theparticular systemic properties of the compositions according to theinvention, treatment of the seed with these compositions not onlyprotects the seed itself, but also the resulting plants after emergence,from phytopathogenic fungi. In this manner, the immediate treatment ofthe crop at the time of sowing or shortly thereafter can be dispensedwith.

It is also considered to be advantageous that the mixtures according tothe invention can be used in particular also for transgenic seed wherethe plant growing from this seed is capable of expressing a proteinwhich acts against pests. By treating such seed with the active compoundcombinations or compositions according to the invention, even by theexpression of the, for example, insecticidal protein, certain pests maybe controlled. Surprisingly, a further synergistic effect may beobserved here, which additionally increases the effectiveness of theprotection against attack by pests.

The compositions according to the invention are suitable for protectingseed of any plant variety employed in agriculture, in the greenhouse, inforests or in horticulture or viticulture. In particular, this takes theform of seed of cereals (such as wheat, barley, rye, triticale, millet,oats), maize (corn), cotton, soya bean, rice, potatoes, sunflowers,beans, coffee, beets (e.g. sugar beets and fodder beets), peanuts,oilseed rape, poppies, olives, coconuts, cacao, sugar cane, tobacco,vegetables (such as tomatoes, cucumbers, onions and lettuce), lawn andornamental plants (also see below). The treatment of seeds of cereals(such as wheat, barley, rye, triticale, and oats), maize (corn) and riceis of particular importance.

As also described further below, the treatment of transgenic seed withthe active compound combinations or compositions according to theinvention is of particular importance. This refers to the seed of plantscontaining at least one heterologous gene which allows the expression ofa polypeptide or protein having insecticidal properties. Theheterologous gene in transgenic seed can originate, for example, frommicroorganisms of the species Bacillus, Rhizobium, Pseudomonas,Serratia, Trichoderma, Clavibacter, Glomus or Gliocladium. Preferably,this heterologous gene is from Bacillus sp., the gene product havingactivity against the European corn borer and/or the Western cornrootworm. Particularly preferably, the heterologous gene originates fromBacillus thuringiensis.

In the context of the present invention, the active compoundcombinations or compositions according to the invention are applied ontheir own or in a suitable formulation to the seed. Preferably, the seedis treated in a state in which it is sufficiently stable so that thetreatment does not cause any damage. In general, treatment of the seedmay take place at any point in time between harvesting and sowing.Usually, the seed used is separated from the plant and freed from cobs,shells, stalks, coats, hairs or the flesh of the fruits. Thus, it ispossible to use, for example, seed which has been harvested, cleaned anddried to a moisture content of less than 15% by weight. Alternatively,it is also possible to use seed which, after drying, has been treated,for example, with water and then dried again.

When treating the seed, care must generally be taken that the amount ofthe composition according to the invention applied to the seed and/orthe amount of further additives is chosen in such a way that thegermination of the seed is not adversely affected, or that the resultingplant is not damaged. This must be borne in mind in particular in thecase of active compounds which may have phytotoxic effects at certainapplication rates.

The compositions according to the invention can be applied directly,that is to say without comprising further components and without havingbeen diluted. In general, it is preferable to apply the compositions tothe seed in the form of a suitable formulation. Suitable formulationsand methods for the treatment of seed are known to the person skilled inthe art and are described, for example, in the following documents: U.S.Pat. No. 4,272,417 A, U.S. Pat. No. 4,245,432 A, U.S. Pat. No. 4,808,430A, U.S. Pat. No. 5,876,739 A, US 2003/0176428 A1, WO 2002/080675 A1, WO2002/028186 A2.

The active compound combinations which can be used according to theinvention can be converted into customary seed dressing formulations,such as solutions, emulsions, suspensions, powders, foams, slurries orother coating materials for seed, and also ULV formulations.

These formulations are prepared in a known manner by mixing the activecompounds or active compound combinations with customary additives, suchas, for example, customary extenders and also solvents or diluents,colorants, wetting agents, dispersants, emulsifiers, defoamers,preservatives, secondary thickeners, adhesives, gibberellins and wateras well.

Suitable colorants that may be present in the seed dressing formulationswhich can be used according to the invention include all colorantscustomary for such purposes. Use may be made both of pigments, ofsparing solubility in water, and of dyes, which are soluble in water.Examples that may be mentioned include the colorants known under thedesignations Rhodamine B, C.I. Pigment Red 112, and C.I. Solvent Red 1.

Suitable wetting agents that may be present in the seed dressingformulations which can be used according to the invention include allsubstances which promote wetting and are customary in the formulation ofactive agrochemical substances. With preference it is possible to usealkylnaphthalenesulphonates, such as diisopropyl- ordiisobutylnaphthalene-sulphonates.

Suitable dispersants and/or emulsifiers that may be present in the seeddressing formulations which can be used according to the inventioninclude all nonionic, anionic, and cationic dispersants which arecustomary in the formulation of active agrochemical substances. Withpreference, it is possible to use nonionic or anionic dispersants ormixtures of nonionic or anionic dispersants. Particularly suitablenonionic dispersants are ethylene oxide-propylene oxide block polymers,alkylphenol polyglycol ethers, and tristyrylphenol polyglycol ethers,and their phosphated or sulphated derivatives. Particularly suitableanionic dispersants are lignosulphonates, polyacrylic salts, andarylsulphonateformaldehyde condensates.

Defoamers that may be present in the seed dressing formulations to beused according to the invention include all foam-inhibiting compoundswhich are customary in the formulation of agrochemically activecompounds. Preference is given to using silicone defoamers, magnesiumstearate, silicone emulsions, long-chain alcohols, fatty acids and theirsalts and also organofluorine compounds and mixtures thereof.

Preservatives that may be present in the seed dressing formulations tobe used according to the invention include all compounds which can beused for such purposes in agrochemical compositions. By way of example,mention may be made of dichlorophen and benzyl alcohol hemiformal.

Secondary thickeners that may be present in the seed dressingformulations to be used according to the invention include all compoundswhich can be used for such purposes in agrochemical compositions.Preference is given to cellulose derivatives, acrylic acid derivatives,polysaccharides, such as xanthan gum or Veegum, modified clays,phyllosilicates, such as attapulgite and bentonite, and also finelydivided silicic acids.

Suitable adhesives that may be present in the seed dressing formulationsto be used according to the invention include all customary binderswhich can be used in seed dressings. Polyvinylpyrrolidone, polyvinylacetate, polyvinyl alcohol and tylose may be mentioned as beingpreferred.

Suitable gibberellins that may be present in the seed dressingformulations to be used according to the invention are preferably thegibberellins A1, A3 (=gibberellic acid), A4 and A7; particularpreference is given to using gibberellic acid. The gibberellins areknown (cf. R. Wegler “Chemie der Pflanzenschutz- andSchädlingsbekämpfungsmittel” [Chemistry of Crop Protection Agents andPesticides], Vol. 2, Springer Verlag, 1970, pp. 401-412).

The seed dressing formulations which can be used according to theinvention may be used directly or after dilution with water beforehandto treat seed of any of a very wide variety of types. The seed dressingformulations which can be used according to the invention or theirdilute preparations may also be used to dress seed of transgenic plants.In this context, synergistic effects may also arise in interaction withthe substances formed by expression.

Suitable mixing equipment for treating seed with the seed dressingformulations which can be used according to the invention or thepreparations prepared from them by adding water includes all mixingequipment which can commonly be used for dressing. The specificprocedure adopted when dressing comprises introducing the seed into amixer, adding the particular desired amount of seed dressingformulation, either as it is or following dilution with waterbeforehand, and carrying out mixing until the formulation is uniformlydistributed on the seed. Optionally, a drying operation follows.

The active compounds or compositions according to the invention havestrong microbicidal activity and can be used for controlling unwantedmicroorganisms, such as fungi and bacteria, in crop protection andmaterial protection.

In crop protection, fungicides can be used for controllingPlasmodiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes,Ascomycetes, Basidiomycetes and Deuteromycetes.

In crop protection, bactericides can be used for controllingPseudomonadaceae, Rhizobiaceae, Enterobacteriaceae, Corynebacteriaceaeand Streptomycetaceae.

The fungicidal compositions according to the invention can be used forthe curative or protective control of phytopathogenic fungi.Accordingly, the invention also relates to curative and protectivemethods for controlling phytopathogenic fungi using the active compoundcombinations or compositions according to the invention, which areapplied to the seed, the plant or plant parts, the fruit or the soil inwhich the plants grow. Preference is given to application onto the plantor the plant parts, the fruits or the soil in which the plants grow.

The compositions according to the invention for combatingphytopathogenic fungi in crop protection comprise an active, butnon-phytotoxic amount of the compounds according to the invention.“Active, but non-phytotoxic amount” shall mean an amount of thecomposition according to the invention which is sufficient to control orto completely kill the plant disease caused by fungi, which amount atthe same time does not exhibit noteworthy symptoms of phytotoxicity.These application rates generally may be varied in a broader range,which rate depends on several factors, e.g. the phytopathogenic fungi,the plant or crop, the climatic conditions and the ingredients of thecomposition according to the invention.

The fact that the active compounds, at the concentrations required forthe controlling of plant diseases, are well tolerated by plants permitsthe treatment of aerial plant parts, of vegetative propagation materialand seed, and of the soil.

According to the invention all plants and plant parts can be treated. Byplants is meant all plants and plant populations such as desirable andundesirable wild plants, cultivars and plant varieties (whether or notprotectable by plant variety or plant breeder's rights). Cultivars andplant varieties can be plants obtained by conventional propagation andbreeding methods which can be assisted or supplemented by one or morebiotechnological methods such as by use of double haploids, protoplastfusion, random and directed mutagenesis, molecular or genetic markers orby bioengineering and genetic engineering methods. By plant parts ismeant all above ground and below ground parts and organs of plants suchas shoot, leaf, blossom and root, whereby for example leaves, needles,stems, branches, blossoms, fruiting bodies, fruits and seed as well asroots, tubers, corms and rhizomes are listed. Crops and vegetative andgenerative propagating material, for example cuttings, corms, rhizomes,tubers, runners and seeds also belong to plant parts.

The active compounds of the invention, in combination with good planttolerance and favourable toxicity to warm-blooded animals and beingtolerated well by the environment, are suitable for protecting plantsand plant organs, for increasing the harvest yields, for improving thequality of the harvested material. They may be preferably employed ascrop protection agents. They are active against normally sensitive andresistant species and against all or some stages of development.

Among the plants that can be protected by the method according to theinvention, mention may be made of major field crops like corn, soybean,cotton, Brassica oilseeds such as Brassica napus (e.g. canola), Brassicarapa, B. juncea (e.g. mustard) and Brassica carinata, rice, wheat,sugarbeet, sugarcane, oats, rye, barley, millet, triticale, flax, vineand various fruits and vegetables of various botanical taxa such asRosaceae sp. (for instance pip fruit such as apples and pears, but alsostone fruit such as apricots, cherries, almonds and peaches, berryfruits such as strawberries), Ribesioidae sp., Juglan-daceae sp.,Betulaceae sp., Anacardiaceae sp., Fagaceae sp., Moraceae sp., Oleaceaesp., Actinidaceae sp., Lauraceae sp., Musaceae sp. (for instance bananatrees and plantings), Rubiaceae sp. (for instance coffee), Theaceae sp.,Sterculiceae sp., Rutaceae sp. (for instance lemons, oranges andgrapefruit); Solanaceae sp. (for instance tomatoes, potatoes, peppers,eggplant), Liliaceae sp., Compositiae sp. (for instance lettuce,artichoke and chicory—including root chicory, endive or common chicory),Umbelliferae sp. (for instance carrot, parsley, celery and celeriac),Cucurbitaceae sp. (for instance cucumber—including pickling cucumber,squash, watermelon, gourds and melons), Alliaceae sp. (for instanceonions and leek), Cruciferae sp. (for instance white cabbage, redcabbage, broccoli, cauliflower, brussel sprouts, pak Choi, kohlrabi,radish, horseradish, cress, Chinese cabbage), Leguminosae sp. (forinstance peanuts, peas and beans beans—such as climbing beans and broadbeans), Chenopodiaceae sp. (for instance mangold, spinach beet, spinach,beetroots), Malvaceae (for instance okra), Asparagaceae (for instanceasparagus); horticultural and forest crops; ornamental plants; as wellas genetically modified homologues of these crops.

In a particular embodiment, the plants that can be protected by themethod according to the invention are selected among cotton, vine,cereals (such as wheat, rice, barley, triticale), maize (corn), soybean,oilseed rape, sunflower, turf, horticultural crops, shrubs, fruit-treesand fruit-plants (such as apple-tree, peer-tree, citrus, banana, coffea,strawberry plant, raspberry plant), vegetables, particularly cereals,corn, oilseed rape, shrubs, fruit-trees and fruit-plants, vegetables andvines.

According to the invention all plants and plant parts can be treated. Byplants is meant all plants and plant populations such as desirable andundesirable wild plants, cultivars and plant varieties (whether or notprotectable by plant variety or plant breeder's rights). Cultivars andplant varieties can be plants obtained by conventional propagation andbreeding methods which can be assisted or supplemented by one or morebiotechnological methods such as by use of double haploids, protoplastfusion, random and directed mutagenesis, molecular or genetic markers orby bioengineering and genetic engineering methods. By plant parts ismeant all above ground and below ground parts and organs of plants suchas shoot, leaf, blossom and root, whereby for example leaves, needles,stems, branches, blossoms, fruiting bodies, fruits and seed as well asroots, corms and rhizomes are listed. Crops and vegetative andgenerative propagating material, for example cuttings, corms, rhizomes,runners and seeds also belong to plant parts.

The method of treatment according to the invention can be used in thetreatment of genetically modified organisms (GMOs), e.g. plants orseeds. Genetically modified plants (or transgenic plants) are plants ofwhich a heterologous gene has been stably integrated into genome. Theexpression “heterologous gene” essentially means a gene which isprovided or assembled outside the plant and when introduced in thenuclear, chloroplastic or mitochondrial genome gives the transformedplant new or improved agronomic or other properties by expressing aprotein or polypeptide of interest or by downregulating or silencingother gene(s) which are present in the plant (using for example,antisense technology, cosuppression technology, RNAinterference—RNAi-technology or microRNA—miRNA-technology). Aheterologous gene that is located in the genome is also called atransgene. A transgene that is defined by its particular location in theplant genome is called a transformation or transgenic event.

Depending on the plant species or plant cultivars, their location andgrowth conditions (soils, climate, vegetation period, diet), thetreatment according to the invention may also result in superadditive(“synergistic”) effects. Thus, for example, reduced application ratesand/or a widening of the activity spectrum and/or an increase in theactivity of the active compounds and compositions which can be usedaccording to the invention, better plant growth, increased tolerance tohigh or low temperatures, increased tolerance to drought or to water orsoil salt content, increased flowering performance, easier harvesting,accelerated maturation, higher harvest yields, bigger fruits, largerplant height, greener leaf color, earlier flowering, higher qualityand/or a higher nutritional value of the harvested products, highersugar concentration within the fruits, better storage stability and/orprocessability of the harvested products are possible, which exceed theeffects which were actually to be expected.

At certain application rates, the active compound combinations accordingto the invention may also have a strengthening effect in plants.Accordingly, they are also suitable for mobilizing the defense system ofthe plant against attack by unwanted microorganisms. This may, ifappropriate, be one of the reasons of the enhanced activity of thecombinations according to the invention, for example against fungi.Plant-strengthening (resistance-inducing) substances are to beunderstood as meaning, in the present context, those substances orcombinations of substances which are capable of stimulating the defensesystem of plants in such a way that, when subsequently inoculated withunwanted microorganisms, the treated plants display a substantial degreeof resistance to these microorganisms. In the present case, unwantedmicroorganisms are to be understood as meaning phytopathogenic fungi,bacteria and viruses. Thus, the substances according to the inventioncan be employed for protecting plants against attack by theabovementioned pathogens within a certain period of time after thetreatment. The period of time within which protection is effectedgenerally extends from 1 to 28 days, preferably 1 to 14 days, after thetreatment of the plants with the active compounds.

Plants and plant cultivars which are preferably to be treated accordingto the invention include all plants which have genetic material whichimpart particularly advantageous, useful traits to these plants (whetherobtained by breeding and/or biotechnological means).

Plants and plant cultivars which are also preferably to be treatedaccording to the invention are resistant against one or more bioticstresses, i.e. said plants show a better defense against animal andmicrobial pests, such as against nematodes, insects, mites,phytopathogenic fungi, bacteria, viruses and/or viroids.

Examples of nematode resistant plants are described in e.g. U.S. patentapplication Ser. Nos. 11/765,491, 11/765,494, 10/926,819, 10/782,020,12/032,479, 10/783,417, 10/782,096, 11/657,964, 12/192,904, 11/396,808,12/166,253, 12/166,239, 12/166,124, 12/166,209, 11/762,886, 12/364,335,11/763,947, 12/252,453, 12/209,354, 12/491,396, 12/497,221, 12/644,632,12/646,004, 12/701,058, 12/718,059, 12/721,595, 12/638,591 and inWO11/002992, WO11/014749, WO11/103247, WO11/103248.

Plants and plant cultivars which may also be treated according to theinvention are those plants which are resistant to one or more abioticstresses. Abiotic stress conditions may include, for example, drought,cold temperature exposure, heat exposure, osmotic stress, flooding,increased soil salinity, increased mineral exposure, ozone exposure,high light exposure, limited availability of nitrogen nutrients, limitedavailability of phosphorus nutrients, shade avoidance.

Plants and plant cultivars which may also be treated according to theinvention, are those plants characterized by enhanced yieldcharacteristics. Increased yield in said plants can be the result of,for example, improved plant physiology, growth and development, such aswater use efficiency, water retention efficiency, improved nitrogen use,enhanced carbon assimilation, improved photosynthesis, increasedgermination efficiency and accelerated maturation. Yield can furthermorebe affected by improved plant architecture (under stress and non-stressconditions), including but not limited to, early flowering, floweringcontrol for hybrid seed production, seedling vigor, plant size,internode number and distance, root growth, seed size, fruit size, podsize, pod or ear number, seed number per pod or ear, seed mass, enhancedseed filling, reduced seed dispersal, reduced pod dehiscence and lodgingresistance. Further yield traits include seed composition, such ascarbohydrate content, protein content, oil content and composition,nutritional value, reduction in anti-nutritional compounds, improvedprocessability and better storage stability.

Plants that may be treated according to the invention are hybrid plantsthat already express the characteristic of heterosis or hybrid vigorwhich results in generally higher yield, vigor, health and resistancetowards biotic and abiotic stresses). Such plants are typically made bycrossing an inbred male-sterile parent line (the female parent) withanother inbred male-fertile parent line (the male parent). Hybrid seedis typically harvested from the male sterile plants and sold to growers.Male sterile plants can sometimes (e.g. in corn) be produced bydetasseling, i.e. the mechanical removal of the male reproductive organs(or males flowers) but, more typically, male sterility is the result ofgenetic determinants in the plant genome. In that case, and especiallywhen seed is the desired product to be harvested from the hybrid plantsit is typically useful to ensure that male fertility in the hybridplants is fully restored. This can be accomplished by ensuring that themale parents have appropriate fertility restorer genes which are capableof restoring the male fertility in hybrid plants that contain thegenetic determinants responsible for male-sterility. Geneticdeterminants for male sterility may be located in the cytoplasm.Examples of cytoplasmic male sterility (CMS) were for instance describedin Brassica species (WO 92/05251, WO 95/09910, WO 98/27806, WO05/002324, WO 06/021972 and U.S. Pat. No. 6,229,072). However, geneticdeterminants for male sterility can also be located in the nucleargenome. Male sterile plants can also be obtained by plant biotechnologymethods such as genetic engineering. A particularly useful means ofobtaining male-sterile plants is described in WO 89/10396 in which, forexample, a ribonuclease such as barnase is selectively expressed in thetapetum cells in the stamens. Fertility can then be restored byexpression in the tapetum cells of a ribonuclease inhibitor such asbarstar (e.g. WO 91/02069).

Plants or plant cultivars (obtained by plant biotechnology methods suchas genetic engineering) which may be treated according to the inventionare herbicide-tolerant plants, i.e. plants made tolerant to one or moregiven herbicides. Such plants can be obtained either by genetictransformation, or by selection of plants containing a mutationimparting such herbicide tolerance.

Herbicide-resistant plants are for example glyphosate-tolerant plants,i.e. plants made tolerant to the herbicide glyphosate or salts thereof.Plants can be made tolerant to glyphosate through different means. Forexample, glyphosate-tolerant plants can be obtained by transforming theplant with a gene encoding the enzyme 5-enolpyruvylshikimate-3-phosphatesynthase (EPSPS). Examples of such EPSPS genes are the AroA gene (mutantCT7) of the bacterium Salmonella typhimurium (Comai et al., 1983,Science 221, 370-371), the CP4 gene of the bacterium Agrobacterium sp.(Barry et al., 1992, Curr. Topics Plant Physiol. 7, 139-145), the genesencoding a Petunia EPSPS (Shah et al., 1986, Science 233, 478-481), aTomato EPSPS (Gasser et al., 1988, J. Biol. Chem. 263, 4280-4289), or anEleusine EPSPS (WO 01/66704). It can also be a mutated EPSPS asdescribed in for example EP 0837944, WO 00/66746, WO 00/66747,WO02/26995, WO11/000498. Glyphosate-tolerant plants can also be obtainedby expressing a gene that encodes a glyphosate oxido-reductase enzyme asdescribed in U.S. Pat. Nos. 5,776,760 and 5,463,175. Glyphosate-tolerantplants can also be obtained by expressing a gene that encodes aglyphosate acetyl transferase enzyme as described in for example WO02/36782, WO 03/092360, WO 05/012515 and WO 07/024782.Glyphosate-tolerant plants can also be obtained by selecting plantscontaining naturally-occurring mutations of the above-mentioned genes,as described in for example WO 01/024615 or WO 03/013226. Plantsexpressing EPSPS genes that confer glyphosate tolerance are described ine.g. U.S. patent application Ser. Nos. 11/517,991, 10/739,610,12/139,408, 12/352,532, 11/312,866, 11/315,678, 12/421,292, 11/400,598,11/651,752, 11/681,285, 11/605,824, 12/468,205, 11/760,570, 11/762,526,11/769,327, 11/769,255, 11/943801 or 12/362,774. Plants comprising othergenes that confer glyphosate tolerance, such as decarboxylase genes, aredescribed in e.g. U.S. patent application Ser. Nos. 11/588,811,11/185,342, 12/364,724, 11/185,560 or 12/423,926.

Other herbicide resistant plants are for example plants that are madetolerant to herbicides inhibiting the enzyme glutamine synthase, such asbialaphos, phosphinothricin or glufosinate. Such plants can be obtainedby expressing an enzyme detoxifying the herbicide or a mutant glutaminesynthase enzyme that is resistant to inhibition, e.g. described in U.S.patent application Ser. No. 11/760,602. One such efficient detoxifyingenzyme is an enzyme encoding a phosphinothricin acetyltransferase (suchas the bar or pat protein from Streptomyces species). Plants expressingan exogenous phosphinothricin acetyltransferase are for exampledescribed in U.S. Pat. Nos. 5,561,236; 5,648,477; 5,646,024; 5,273,894;5,637,489; 5,276,268; 5,739,082; 5,908,810 and 7,112,665.

Further herbicide-tolerant plants are also plants that are made tolerantto the herbicides inhibiting the enzyme hydroxyphenylpyruvatedioxygenase(HPPD). HPPD is an enzyme that catalyze the reaction in whichpara-hydroxyphenylpyruvate (HPP) is transformed into homogentisate.Plants tolerant to HPPD-inhibitors can be transformed with a geneencoding a naturally-occurring resistant HPPD enzyme, or a gene encodinga mutated or chimeric HPPD enzyme as described in WO 96/38567, WO99/24585, WO 99/24586, WO 2009/144079, WO 2002/046387, or U.S. Pat. No.6,768,044, WO11/076877, WO11/076882, WO11/076885, WO11/076889,WO11/076892. Tolerance to HPPD-inhibitors can also be obtained bytransforming plants with genes encoding certain enzymes enabling theformation of homogentisate despite the inhibition of the native HPPDenzyme by the HPPD-inhibitor. Such plants and genes are described in WO99/34008 and WO 02/36787. Tolerance of plants to HPPD inhibitors canalso be improved by transforming plants with a gene encoding an enzymehaving prephenate deshydrogenase (PDH) activity in addition to a geneencoding an HPPD-tolerant enzyme, as described in WO 2004/024928.Further, plants can be made more tolerant to HPPD-inhibitor herbicidesby adding into their genome a gene encoding an enzyme capable ofmetabolizing or degrading HPPD inhibitors, such as the CYP450 enzymesshown in WO 2007/103567 and WO 2008/150473.

Still further herbicide resistant plants are plants that are madetolerant to acetolactate synthase (ALS) inhibitors. Known ALS-inhibitorsinclude, for example, sulfonylurea, imidazolinone, triazolopyrimidines,pryimidinyoxy(thio)benzoates, and/or sulfonylaminocarbonyltriazolinoneherbicides. Different mutations in the ALS enzyme (also known asacetohydroxyacid synthase, AHAS) are known to confer tolerance todifferent herbicides and groups of herbicides, as described for examplein Tranel and Wright (2002, Weed Science 50:700-712), but also, in U.S.Pat. Nos. 5,605,011, 5,378,824, 5,141,870, and 5,013,659. The productionof sulfonylurea-tolerant plants and imidazolinone-tolerant plants isdescribed in U.S. Pat. Nos. 5,605,011; 5,013,659; 5,141,870; 5,767,361;5,731,180; 5,304,732; 4,761,373; 5,331,107; 5,928,937; and 5,378,824;and international publication WO 96/33270. Other imidazolinone-tolerantplants are also described in for example WO 2004/040012, WO 2004/106529,WO 2005/020673, WO 2005/093093, WO 2006/007373, WO 2006/015376, WO2006/024351, and WO 2006/060634. Further sulfonylurea- andimidazolinone-tolerant plants are also described in for example WO07/024782, WO11/076345, WO2012058223 and U.S. Patent Application No.61/288,958.

Other plants tolerant to imidazolinone and/or sulfonylurea can beobtained by induced mutagenesis, selection in cell cultures in thepresence of the herbicide or mutation breeding as described for examplefor soybeans in U.S. Pat. No. 5,084,082, for rice in WO 97/41218, forsugar beet in U.S. Pat. No. 5,773,702 and WO 99/057965, for lettuce inU.S. Pat. No. 5,198,599, or for sunflower in WO 01/065922.

Plants or plant cultivars (obtained by plant biotechnology methods suchas genetic engineering) which may also be treated according to theinvention are insect-resistant transgenic plants, i.e. plants maderesistant to attack by certain target insects. Such plants can beobtained by genetic transformation, or by selection of plants containinga mutation imparting such insect resistance.

An “insect-resistant transgenic plant”, as used herein, includes anyplant containing at least one transgene comprising a coding sequenceencoding:

-   -   1) an insecticidal crystal protein from Bacillus thuringiensis        or an insecticidal portion thereof, such as the insecticidal        crystal proteins listed by Crickmore et al. (1998, Microbiology        and Molecular Biology Reviews, 62: 807-813), updated by        Crickmore et al. (2005) at the Bacillus thuringiensis toxin        nomenclature, online at:        http://www.lifesci.sussex.ac.uk/Home/Neil_Crickmore/Bt/), or        insecticidal portions thereof, e.g., proteins of the Cry protein        classes Cry1Ab, Cry1Ac, Cry1B, Cry1C, Cry1D, Cry1F, Cry2Ab,        Cry3Aa, or Cry3Bb or insecticidal portions thereof (e.g. EP        1999141 and WO 2007/107302), or such proteins encoded by        synthetic genes as e.g. described in and U.S. patent application        Ser. No. 12/249,016; or    -   2) a crystal protein from Bacillus thuringiensis or a portion        thereof which is insecticidal in the presence of a second other        crystal protein from Bacillus thuringiensis or a portion        thereof, such as the binary toxin made up of the Cry34 and Cry35        crystal proteins (Moellenbeck et al. 2001, Nat. Biotechnol. 19:        668-72; Schnepf et al. 2006, Applied Environm. Microbiol. 71,        1765-1774) or the binary toxin made up of the Cry1 A or Cry1F        proteins and the Cry2Aa or Cry2Ab or Cry2Ae proteins (U.S.        patent application Ser. No. 12/214,022 and EP 08010791.5); or    -   3) a hybrid insecticidal protein comprising parts of different        insecticidal crystal proteins from Bacillus thuringiensis, such        as a hybrid of the proteins of 1) above or a hybrid of the        proteins of 2) above, e.g., the Cry1A.105 protein produced by        corn event MON89034 (WO 2007/027777); or    -   4) a protein of any one of 1) to 3) above wherein some,        particularly 1 to 10, amino acids have been replaced by another        amino acid to obtain a higher insecticidal activity to a target        insect species, and/or to expand the range of target insect        species affected, and/or because of changes introduced into the        encoding DNA during cloning or transformation, such as the        Cry3Bb1 protein in corn events MON863 or MON88017, or the Cry3A        protein in corn event MIR604; or    -   5) an insecticidal secreted protein from Bacillus thuringiensis        or Bacillus cereus, or an insecticidal portion thereof, such as        the vegetative insecticidal (VIP) proteins listed at:        http://www.lifesci.sussex.ac.uk/home/Neil_Crickmore/Bt/vip.html,        e.g., proteins from the VIP3Aa protein class; or    -   6) a secreted protein from Bacillus thuringiensis or Bacillus        cereus which is insecticidal in the presence of a second        secreted protein from Bacillus thuringiensis or B. cereus, such        as the binary toxin made up of the VIP1A and VIP2A proteins (WO        94/21795); or    -   7) a hybrid insecticidal protein comprising parts from different        secreted proteins from Bacillus thuringiensis or Bacillus        cereus, such as a hybrid of the proteins in 1) above or a hybrid        of the proteins in 2) above; or    -   8) a protein of any one of 5) to 7) above wherein some,        particularly 1 to 10, amino acids have been replaced by another        amino acid to obtain a higher insecticidal activity to a target        insect species, and/or to expand the range of target insect        species affected, and/or because of changes introduced into the        encoding DNA during cloning or transformation (while still        encoding an insecticidal protein), such as the VIP3Aa protein in        cotton event COT102; or    -   9) a secreted protein from Bacillus thuringiensis or Bacillus        cereus which is insecticidal in the presence of a crystal        protein from Bacillus thuringiensis, such as the binary toxin        made up of VIP3 and Cry1 A or Cry1F (U.S. Patent Appl. No.        61/126,083 and 61/195,019), or the binary toxin made up of the        VIP3 protein and the Cry2Aa or Cry2Ab or Cry2Ae proteins (U.S.        patent application Ser. No. 12/214,022 and EP 08010791.5).

10) a protein of 9) above wherein some, particularly 1 to 10, aminoacids have been replaced by another amino acid to obtain a higherinsecticidal activity to a target insect species, and/or to expand therange of target insect species affected, and/or because of changesintroduced into the encoding DNA during cloning or transformation (whilestill encoding an insecticidal protein)

Of course, an insect-resistant transgenic plant, as used herein, alsoincludes any plant comprising a combination of genes encoding theproteins of any one of the above classes 1 to 10. In one embodiment, aninsect-resistant plant contains more than one transgene encoding aprotein of any one of the above classes 1 to 10, to expand the range oftarget insect species affected when using different proteins directed atdifferent target insect species, or to delay insect resistancedevelopment to the plants by using different proteins insecticidal tothe same target insect species but having a different mode of action,such as binding to different receptor binding sites in the insect.

An “insect-resistant transgenic plant”, as used herein, further includesany plant containing at least one transgene comprising a sequenceproducing upon expression a double-stranded RNA which upon ingestion bya plant insect pest inhibits the growth of this insect pest, asdescribed e.g. in WO 2007/080126, WO 2006/129204, WO 2007/074405, WO2007/080127 and WO 2007/035650.

Plants or plant cultivars (obtained by plant biotechnology methods suchas genetic engineering) which may also be treated according to theinvention are tolerant to abiotic stresses. Such plants can be obtainedby genetic transformation, or by selection of plants containing amutation imparting such stress resistance. Particularly useful stresstolerance plants include:

-   -   1) plants which contain a transgene capable of reducing the        expression and/or the activity of poly(ADP-ribose) polymerase        (PARP) gene in the plant cells or plants as described in WO        00/04173, WO/2006/045633, EP 04077984.5, or EP 06009836.5.    -   2) plants which contain a stress tolerance enhancing transgene        capable of reducing the expression and/or the activity of the        PARG encoding genes of the plants or plants cells, as described        e.g. in WO 2004/090140.    -   3) plants which contain a stress tolerance enhancing transgene        coding for a plant-functional enzyme of the nicotineamide        adenine dinucleotide salvage synthesis pathway including        nicotinamidase, nicotinate phosphoribosyltransferase, nicotinic        acid mononucleotide adenyl transferase, nicotinamide adenine        dinucleotide synthetase or nicotine amide        phosphorybosyltransferase as described e.g. in EP 04077624.7, WO        2006/133827, PCT/EP07/002433, EP 1999263, or WO 2007/107326.

Plants or plant cultivars (obtained by plant biotechnology methods suchas genetic engineering) which may also be treated according to theinvention show altered quantity, quality and/or storagestability of theharvested product and/or altered properties of specific ingredients ofthe harvested product such as:

-   -   1) transgenic plants which synthesize a modified starch, which        in its physical-chemical characteristics, in particular the        amylose content or the amylose/amylopectin ratio, the degree of        branching, the average chain length, the side chain        distribution, the viscosity behaviour, the gelling strength, the        starch grain size and/or the starch grain morphology, is changed        in comparison with the synthesised starch in wild type plant        cells or plants, so that this is better suited for special        applications. Said transgenic plants synthesizing a modified        starch are disclosed, for example, in EP 0571427, WO 95/04826,        EP 0719338, WO 96/15248, WO 96/19581, WO 96/27674, WO 97/11188,        WO 97/26362, WO 97/32985, WO 97/42328, WO 97/44472, WO 97/45545,        WO 98/27212, WO 98/40503, WO99/58688, WO 99/58690, WO 99/58654,        WO 00/08184, WO 00/08185, WO 00/08175, WO 00/28052, WO 00/77229,        WO 01/12782, WO 01/12826, WO 02/101059, WO 03/071860, WO        2004/056999, WO 2005/030942, WO 2005/030941, WO 2005/095632, WO        2005/095617, WO 2005/095619, WO 2005/095618, WO 2005/123927, WO        2006/018319, WO 2006/103107, WO 2006/108702, WO 2007/009823, WO        00/22140, WO 2006/063862, WO 2006/072603, WO 02/034923, EP        06090134.5, EP 06090228.5, EP 06090227.7, EP 07090007.1, EP        07090009.7, WO 01/14569, WO 02/79410, WO 03/33540, WO        2004/078983, WO 01/19975, WO 95/26407, WO 96/34968, WO 98/20145,        WO 99/12950, WO 99/66050, WO 99/53072, U.S. Pat. No. 6,734,341,        WO 00/11192, WO 98/22604, WO 98/32326, WO 01/98509, WO 01/98509,        WO 2005/002359, U.S. Pat. No. 5,824,790, U.S. Pat. No.        6,013,861, WO 94/04693, WO 94/09144, WO 94/11520, WO 95/35026,        WO 97/20936, WO 10/012796, WO 10/003701    -   2) transgenic plants which synthesize non starch carbohydrate        polymers or which synthesize non starch carbohydrate polymers        with altered properties in comparison to wild type plants        without genetic modification. Examples are plants producing        polyfructose, especially of the inulin and levan-type, as        disclosed in EP 0663956, WO 96/01904, WO 96/21023, WO 98/39460,        and WO 99/24593, plants producing alpha-1,4-glucans as disclosed        in WO 95/31553, US 2002031826, U.S. Pat. No. 6,284,479, U.S.        Pat. No. 5,712,107, WO 97/47806, WO 97/47807, WO 97/47808 and WO        00/14249, plants producing alpha-1,6 branched alpha-1,4-glucans,        as disclosed in WO 00/73422, plants producing alternan, as        disclosed in e.g. WO 00/47727, WO 00/73422, EP 06077301.7, U.S.        Pat. No. 5,908,975 and EP 0728213,    -   3) transgenic plants which produce hyaluronan, as for example        disclosed in WO 2006/032538, WO 2007/039314, WO 2007/039315, WO        2007/039316, JP 2006304779, and WO 2005/012529.    -   4) transgenic plants or hybrid plants, such as onions with        characteristics such as ‘high soluble solids content’, ‘low        pungency’ (LP) and/or ‘long storage’ (LS), as described in U.S.        patent application Ser. No. 12/020,360 and 61/054,026.    -   5) Transgenic plants displaying an increase yield as for example        disclosed in WO11/095528

Plants or plant cultivars (that can be obtained by plant biotechnologymethods such as genetic engineering) which may also be treated accordingto the invention are plants, such as cotton plants, with altered fibercharacteristics. Such plants can be obtained by genetic transformation,or by selection of plants contain a mutation imparting such alteredfiber characteristics and include:

-   -   a) Plants, such as cotton plants, containing an altered form of        cellulose synthase genes as described in WO 98/00549    -   b) Plants, such as cotton plants, containing an altered form of        rsw2 or rsw3 homologous nucleic acids as described in WO        2004/053219    -   c) Plants, such as cotton plants, with increased expression of        sucrose phosphate synthase as described in WO 01/17333    -   d) Plants, such as cotton plants, with increased expression of        sucrose synthase as described in WO 02/45485    -   e) Plants, such as cotton plants, wherein the timing of the        plasmodesmatal gating at the basis of the fiber cell is altered,        e.g. through downregulation of fiber-selective β-1,3-glucanase        as described in WO 2005/017157, or as described in EP 08075514.3        or U.S. Patent Appl. No. 61/128,938    -   f) Plants, such as cotton plants, having fibers with altered        reactivity, e.g. through the expression of        N-acetylglucosaminetransferase gene including nodC and chitin        synthase genes as described in WO 2006/136351 WO11/089021,        WO2012074868

Plants or plant cultivars (that can be obtained by plant biotechnologymethods such as genetic engineering) which may also be treated accordingto the invention are plants, such as oilseed rape or related Brassicaplants, with altered oil profile characteristics. Such plants can beobtained by genetic transformation, or by selection of plants contain amutation imparting such altered oil profile characteristics and include:

-   -   a) Plants, such as oilseed rape plants, producing oil having a        high oleic acid content as described e.g. in U.S. Pat. No.        5,969,169, U.S. Pat. No. 5,840,946 or U.S. Pat. No. 6,323,392 or        U.S. Pat. No. 6,063,947    -   b) Plants such as oilseed rape plants, producing oil having a        low linolenic acid content as described in U.S. Pat. No.        6,270,828, U.S. Pat. No. 6,169,190, U.S. Pat. No. 5,965,755, or        WO11/060946.    -   c) Plant such as oilseed rape plants, producing oil having a low        level of saturated fatty acids as described e.g. in U.S. Pat.        No. 5,434,283 or U.S. patent application Ser. No. 12/668,303    -   d) Plants such as oilseed rape plants, producing oil having an        aleter glucosinolate content as described in WO2012075426.

Plants or plant cultivars (that can be obtained by plant biotechnologymethods such as genetic engineering) which may also be treated accordingto the invention are plants, such as oilseed rape or related Brassicaplants, with altered seed shattering characteristics. Such plants can beobtained by genetic transformation, or by selection of plants contain amutation imparting such altered seed shattering characteristics andinclude plants such as oilseed rape plants with delayed or reduced seedshattering as described in U.S. Patent Appl. No. 61/135,230,WO09/068313, WO10/006732 and WO2012090499.

Plants or plant cultivars (that can be obtained by plant biotechnologymethods such as genetic engineering) which may also be treated accordingto the invention are plants, such as Tobacco plants, with alteredpost-translational protein modification patterns, for example asdescribed in WO 10/121818 and WO 10/145846

Particularly useful transgenic plants which may be treated according tothe invention are plants containing transformation events, orcombination of transformation events, that are the subject of petitionsfor non-regulated status, in the United States of America, to the Animaland Plant Health Inspection Service (APHIS) of the United StatesDepartment of Agriculture (USDA) whether such petitions are granted orare still pending. At any time this information is readily availablefrom APHIS (4700 River Road Riverdale, Md. 20737, USA), for instance onits internet site (URL http://www.aphis.usda.gov/brs/not_reg.html). Onthe filing date of this application the petitions for nonregulatedstatus that were pending with APHIS or granted by APHIS were those whichcontains the following information:

-   -   Petition: the identification number of the petition. Technical        descriptions of the transformation events can be found in the        individual petition documents which are obtainable from APHIS,        for example on the APHIS website, by reference to this petition        number. These descriptions are herein incorporated by reference.    -   Extension of Petition: reference to a previous petition for        which an extension is requested.    -   Institution: the name of the entity submitting the petition.    -   Regulated article: the plant species concerned.    -   Transgenic phenotype: the trait conferred to the plants by the        transformation event.    -   Transformation event or line: the name of the event or events        (sometimes also designated as lines or lines) for which        nonregulated status is requested.    -   APHIS documents: various documents published by APHIS in        relation to the Petition and which can be requested with APHIS.

Additional particularly useful plants containing single transformationevents or combinations of transformation events are listed for examplein the databases from various national or regional regulatory agencies(see for example http://gmoinfo.jrc.it/gmp_browse.aspx andhttp://www.agbios.com/dbase.php).

Particularly useful transgenic plants which may be treated according tothe invention are plants containing transformation events, or acombination of transformation events, and that are listed for example inthe databases for various national or regional regulatory agenciesincluding Event 1143-14A (cotton, insect control, not deposited,described in WO2006/128569); Event 1143-51B (cotton, insect control, notdeposited, described in WO2006/128570); Event 1445 (cotton, herbicidetolerance, not deposited, described in US2002120964 or WO2002/034946);Event 17053 (rice, herbicide tolerance, deposited as PTA-9843, describedin WO2010/117737); Event 17314 (rice, herbicide tolerance, deposited asPTA-9844, described in WO2010/117735); Event 281-24-236 (cotton, insectcontrol—herbicide tolerance, deposited as PTA-6233, described inWO2005/103266 or US2005216969); Event 3006-210-23 (cotton, insectcontrol—herbicide tolerance, deposited as PTA-6233, described inUS2007143876 or WO2005/103266); Event 3272 (corn, quality trait,deposited as PTA-9972, described in WO2006098952 or US2006230473); Event40416 (corn, insect control—herbicide tolerance, deposited as ATCCPTA-11508, described in WO2011/075593); Event 43A47 (corn, insectcontrol—herbicide tolerance, deposited as ATCC PTA-11509, described inWO2011/075595); Event 5307 (corn, insect control, deposited as ATCCPTA-9561, described in WO2010/077816); Event ASR-368 (bent grass,herbicide tolerance, deposited as ATCC PTA-4816, described inUS2006162007 or WO2004053062); Event B16 (corn, herbicide tolerance, notdeposited, described in US2003126634); Event BPS-CV127-9 (soybean,herbicide tolerance, deposited as NCIMB No. 41603, described inWO2010/080829); Event CE43-67B (cotton, insect control, deposited as DSMACC2724, described in US2009217423 or WO2006/128573); Event CE44-69D(cotton, insect control, not deposited, described in US20100024077);Event CE44-69D (cotton, insect control, not deposited, described inWO2006/128571); Event CE46-02A (cotton, insect control, not deposited,described in WO2006/128572); Event COT102 (cotton, insect control, notdeposited, described in US2006130175 or WO2004039986); Event COT202(cotton, insect control, not deposited, described in US2007067868 orWO2005054479); Event COT203 (cotton, insect control, not deposited,described in WO2005/054480); Event DAS40278 (corn, herbicide tolerance,deposited as ATCC PTA-10244, described in WO2011/022469); EventDAS-59122-7 (corn, insect control—herbicide tolerance, deposited as ATCCPTA 11384, described in US2006070139); Event DAS-59132 (corn, insectcontrol—herbicide tolerance, not deposited, described in WO2009/100188);Event DAS68416 (soybean, herbicide tolerance, deposited as ATCCPTA-10442, described in WO2011/066384 or WO2011/066360); EventDP-098140-6 (corn, herbicide tolerance, deposited as ATCC PTA-8296,described in US2009137395 or WO2008/112019); Event DP-305423-1 (soybean,quality trait, not deposited, described in US2008312082 orWO2008/054747); Event DP-32138-1 (corn, hybridization system, depositedas ATCC PTA-9158, described in US20090210970 or WO2009/103049); EventDP-356043-5 (soybean, herbicide tolerance, deposited as ATCC PTA-8287,described in US20100184079 or WO2008/002872); Event EE-1 (brinjal,insect control, not deposited, described in WO2007/091277); Event FI117(corn, herbicide tolerance, deposited as ATCC 209031, described inUS2006059581 or WO1998/044140); Event GA21 (corn, herbicide tolerance,deposited as ATCC 209033, described in US2005086719 or WO1998/044140);Event GG25 (corn, herbicide tolerance, deposited as ATCC 209032,described in US2005188434 or WO1998/044140); Event GHB119 (cotton,insect control—herbicide tolerance, deposited as ATCC PTA-8398,described in WO2008/151780); Event GHB614 (cotton, herbicide tolerance,deposited as ATCC PTA-6878, described in US2010050282 or WO2007/017186);Event GJ11 (corn, herbicide tolerance, deposited as ATCC 209030,described in US2005188434 or WO 1998/044140); Event GM RZ13 (sugar beet,virus resistance, deposited as NCIMB-41601, described in WO2010/076212);Event H7-1 (sugar beet, herbicide tolerance, deposited as NCIMB 41158 orNCIMB 41159, described in US2004172669 or WO2004/074492); Event JOPLIN1(wheat, disease tolerance, not deposited, described in US2008064032);Event LL27 (soybean, herbicide tolerance, deposited as NCIMB41658,described in WO2006/108674 or US2008320616); Event LL55 (soybean,herbicide tolerance, deposited as NCIMB 41660, described inWO2006/108675 or US2008196127); Event LLcotton25 (cotton, herbicidetolerance, deposited as ATCC PTA-3343, described in WO2003013224 orUS2003097687); Event LLRICE06 (rice, herbicide tolerance, deposited asATCC-23352, described in U.S. Pat. No. 6,468,747 or WO2000/026345);Event LLRICE601 (rice, herbicide tolerance, deposited as ATCC PTA-2600,described in US20082289060 or WO2000/026356); Event LY038 (corn, qualitytrait, deposited as ATCC PTA-5623, described in US2007028322 orWO2005061720); Event MIR162 (corn, insect control, deposited asPTA-8166, described in US2009300784 or WO2007/142840); Event MIR604(corn, insect control, not deposited, described in US2008167456 orWO2005103301); Event MON15985 (cotton, insect control, deposited as ATCCPTA-2516, described in US2004-250317 or WO2002/100163); Event MON810(corn, insect control, not deposited, described in US2002102582); EventMON863 (corn, insect control, deposited as ATCC PTA-2605, described inWO2004/011601 or US2006095986); Event MON87427 (corn, pollinationcontrol, deposited as ATCC PTA-7899, described in WO2011/062904); EventMON87460 (corn, stress tolerance, deposited as ATCC PTA-8910, describedin WO2009/111263 or US20110138504); Event MON87701 (soybean, insectcontrol, deposited as ATCC PTA-8194, described in US2009130071 orWO2009/064652); Event MON87705 (soybean, quality trait—herbicidetolerance, deposited as ATCC PTA-9241, described in US20100080887 orWO2010/037016); Event MON87708 (soybean, herbicide tolerance, depositedas ATCC PTA-9670, described in WO2011/034704); Event MON87754 (soybean,quality trait, deposited as ATCC PTA-9385, described in WO2010/024976);Event MON87769 (soybean, quality trait, deposited as ATCC PTA-8911,described in US20110067141 or WO2009/102873); Event MON88017 (corn,insect control—herbicide tolerance, deposited as ATCC PTA-5582,described in US2008028482 or WO2005/059103); Event MON88913 (cotton,herbicide tolerance, deposited as ATCC PTA-4854, described inWO2004/072235 or US2006059590); Event MON89034 (corn, insect control,deposited as ATCC PTA-7455, described in WO2007/140256 or US2008260932);Event MON89788 (soybean, herbicide tolerance, deposited as ATCCPTA-6708, described in US2006282915 or WO2006/130436); Event MS11(oilseed rape, pollination control—herbicide tolerance, deposited asATCC PTA-850 or PTA-2485, described in WO2001/031042); Event MS8,(oilseed rape, pollination control—herbicide tolerance, deposited asATCC PTA-730, described in WO2001/041558 or US2003188347); Event NK603(corn, herbicide tolerance, deposited as ATCC PTA-2478, described inUS2007-292854); Event PE-7 (rice, insect control, not deposited,described in WO2008/114282); Event RF3, (oilseed rape, pollinationcontrol—herbicide tolerance, deposited as ATCC PTA-730, described inWO2001/041558 or US2003188347); Event RT73 (oilseed rape, herbicidetolerance, not deposited, described in WO2002/036831 or US2008070260);Event T227-1 (sugar beet, herbicide tolerance, not deposited, describedin WO2002/44407 or US2009265817); Event T25 (corn, herbicide tolerance,not deposited, described in US2001029014 or WO2001/051654); EventT304-40 (cotton, insect control—herbicide tolerance, deposited as ATCCPTA-8171, described in US2010077501 or WO2008/122406); Event T342-142(cotton, insect control, not deposited, described in WO2006/128568);Event TC1507 (corn, insect control—herbicide tolerance, not deposited,described in US2005039226 or WO2004/099447); Event VIP1034 (corn, insectcontrol—herbicide tolerance, deposited as ATCC PTA-3925, described inWO2003/052073), Event 32316 (corn, insect control-herbicide tolerance,deposited as PTA-11507, described in WO2011/153186A1), Event 4114 (corn,insect control-herbicide tolerance, deposited as PTA-11506, described inWO2011/084621), event EE-GM3/FG72 (soybean, herbicide tolerance, ATCCAccession No PTA-11041, WO2011/063413A2), event DAS-68416-4 (soybean,herbicide tolerance, ATCC Accession No PTA-10442, WO2011/066360A1),event DAS-68416-4 (soybean, herbicide tolerance, ATCC Accession NoPTA-10442, WO2011/066384A1), event DP-040416-8 (corn, insect control,ATCC Accession No PTA-11508, WO2011/075593A1), event DP-043A47-3 (corn,insect control, ATCC Accession No PTA-11509, WO2011/075595A1), eventDP-004114-3 (corn, insect control, ATCC Accession No PTA-11506,WO2011/084621A1), event DP-032316-8 (corn, insect control, ATCCAccession No PTA-11507, WO2011/084632A1), event MON-88302-9 (oilseedrape, herbicide tolerance, ATCC Accession No PTA-10955,WO2011/153186A1), event DAS-21606-3 (soybean, herbicide tolerance, ATCCAccession No. PTA-11028, WO2012/033794A2), event MON-87712-4 (soybean,quality trait, ATCC Accession No. PTA-10296, WO2012/051199A2), eventDAS-44406-6 (soybean, stacked herbicide tolerance, ATCC Accession No.PTA-11336, WO2012/075426A1), event DAS-14536-7 (soybean, stackedherbicide tolerance, ATCC Accession No. PTA-11335, WO2012/075429A1),event SYN-000H2-5 (soybean, herbicide tolerance, ATCC Accession No.PTA-11226, WO2012/082548A2), event DP-061061-7 (oilseed rape, herbicidetolerance, no deposit No available, WO2012071039A1), event DP-073496-4(oilseed rape, herbicide tolerance, no deposit No available,US2012131692), event 8264.44.06.1 (soybean, stacked herbicide tolerance,Accession No PTA-11336, WO2012075426A2), event 8291.45.36.2 (soybean,stacked herbicide tolerance, Accession No. PTA-11335, WO2012075429A2).

In material protection the substances of the invention may be used forthe protection of technical materials against infestation anddestruction by undesirable fungi and/or microorganisms.

Technical materials are understood to be in the present contextnon-living materials that have been prepared for use in engineering. Forexample, technical materials that are to be protected againstmicro-biological change or destruction by the active materials of theinvention can be adhesives, glues, paper and cardboard, textiles,carpets, leather, wood, paint and plastic articles, cooling lubricantsand other materials that can be infested or destroyed bymicro-organisms. Within the context of materials to be protected arealso parts of production plants and buildings, for example coolingcircuits, cooling and heating systems, air conditioning and ventilationsystems, which can be adversely affected by the propagation of fungiand/or microorganisms. Within the context of the present invention,preferably mentioned as technical materials are adhesives, glues, paperand cardboard, leather, wood, paints, cooling lubricants and heatexchanger liquids, particularly preferred is wood. The combinationsaccording to the invention can prevent disadvantageous effects likedecaying, dis- and decoloring, or molding. The active compoundcombinations and compositions according to the invention can likewise beemployed for protecting against colonization of objects, in particularship hulls, sieves, nets, buildings, quays and signalling installations,which are in contact with sea water or brackish water.

The method of treatment according to the invention can also be used inthe field of protecting storage goods against attack of fungi andmicroorganisms. According to the present invention, the term “storagegoods” is understood to denote natural substances of vegetable or animalorigin and their processed forms, which have been taken from the naturallife cycle and for which long-term protection is desired. Storage goodsof vegetable origin, such as plants or parts thereof, for examplestalks, leafs, tubers, seeds, fruits or grains, can be protected in thefreshly harvested state or in processed form, such as pre-dried,moistened, comminuted, ground, pressed or roasted. Also falling underthe definition of storage goods is timber, whether in the form of crudetimber, such as construction timber, electricity pylons and barriers, orin the form of finished articles, such as furniture or objects made fromwood. Storage goods of animal origin are hides, leather, furs, hairs andthe like. The combinations according the present invention can preventdisadvantageous effects such as decay, discoloration or mold. Preferably“storage goods” is understood to denote natural substances of vegetableorigin and their processed forms, more preferably fruits and theirprocessed forms, such as pomes, stone fruits, soft fruits and citrusfruits and their processed forms.

Some pathogens of fungal diseases which can be treated according to theinvention may be mentioned by way of example, but not by way oflimitation:

Diseases caused by powdery mildew pathogens, such as, for example,Blumeria species, such as, for example, Blumeria graminis; Podosphaeraspecies, such as, for example, Podosphaera leucotricha; Sphaerothecaspecies, such as, for example, Sphaerotheca fuliginea; Uncinula species,such as, for example, Uncinula necator;

Diseases caused by rust disease pathogens, such as, for example,Gymnosporangium species, such as, for example, Gymnosporangium sabinae;Hemileia species, such as, for example, Hemileia vastatrix; Phakopsoraspecies, such as, for example, Phakopsora pachyrhizi and Phakopsorameibomiae; Puccinia species, such as, for example, Puccinia recondita orPuccinia triticina; Uromyces species, such as, for example, Uromycesappendiculatus;

Diseases caused by pathogens from the group of the Oomycetes, such as,for example, Bremia species, such as, for example, Bremia lactucae;Peronospora species, such as, for example, Peronospora pisi or P.brassicae; Phytophthora species, such as, for example Phytophthorainfestans; Plasmopara species, such as, for example, Plasmoparaviticola; Pseudoperonospora species, such as, for example,Pseudoperonospora humuli or Pseudoperonospora cubensis; Pythium species,such as, for example, Pythium ultimum;

Leaf blotch diseases and leaf wilt diseases caused, for example, byAlternaria species, such as, for example, Alternaria solani; Cercosporaspecies, such as, for example, Cercospora beticola; Cladiosporiumspecies, such as, for example, Cladiosporium cucumerinum; Cochliobolusspecies, such as, for example, Cochliobolus sativus (conidia form:Drechslera, Syn: Helminthosporium); Colletotrichum species, such as, forexample, Colletotrichum lindemuthanium; Cycloconium species, such as,for example, Cycloconium oleaginum; Diaporthe species, such as, forexample, Diaporthe citri; Elsinoe species, such as, for example, Elsinoefawcettii; Gloeosporium species, such as, for example, Gloeosporiumlaeticolor; Glomerella species, such as, for example, Glomerellacingulata; Guignardia species, such as, for example, Guignardiabidwelli; Leptosphaeria species, such as, for example, Leptosphaeriamaculans and Leptosphaeria nodorum; Magnaporthe species, such as, forexample, Magnaporthe grisea; Microdochium species, such as, for example,Microdochium nivale; Mycosphaerella species, such as, for example,Mycosphaerella graminicola, Mycosphaerella arachidicola andMycosphaerella fijiensis; Phaeosphaeria species, such as, for example,Phaeosphaeria nodorum; Pyrenophora species, such as, for example,Pyrenophora teres; Ramularia species, such as, for example, Ramulariacollo-cygni; Rhynchosporium species, such as, for example,Rhynchosporium secalis; Septoria species, such as, for example, Septoriaapii and Septoria lycopersici; Typhula species, such as, for example,Typhula incarnata; Venturia species, such as, for example, Venturiainaequalis;

Root and stem diseases caused, for example, by Corticium species, suchas, for example, Corticium graminearum; Fusarium species, such as, forexample, Fusarium oxysporum; Gaeumannomyces species, such as, forexample, Gaeumannomyces graminis; Rhizoctonia species, such as, forexample Rhizoctonia solani; Tapesia species, such as, for example,Tapesia acuformis; Thielaviopsis species, such as, for example,Thielaviopsis basicola;

Ear and panicle diseases (including maize cobs) caused, for example, byAlternaria species, such as, for example, Alternaria spp.; Aspergillusspecies, such as, for example, Aspergillus flavus; Cladosporium species,such as, for example, Cladosporium cladosporioides; Claviceps species,such as, for example, Claviceps purpurea; Fusarium species, such as, forexample, Fusarium culmorum; Gibberella species, such as, for example,Gibberella zeae; Monographella species, such as, for example,Monographella nivalis; Septoria species, such as for example, Septorianodorum;

Seed- and soil-borne decay, mould, wilt, rot and damping-off diseases,caused, for example, by Alternaria diseases caused for example byAlternaria brassicicola; Aphanomyces diseases caused for example byAphanomyces euteiches; Ascochyta diseases caused for example byAscochyta lentis; Aspergillus diseases caused for example by Aspergillusflavus; Cladosporium diseases caused for example by Cladosporiumherbarum; Cochliobolus diseases caused for example by Cochliobolussativus; (Conidiaform: Drechslera, Bipolaris Syn: Helminthosporium);Colletotrichum diseases caused for example by Colletotrichum coccodes;Fusarium diseases caused for example by Fusarium culmorum; Gibberelladiseases caused for example by Gibberella zeae; Macrophomina diseasescaused for example by Macrophomina phaseolina; Microdochium diseasescaused for example by Microdochium nivale; Monographella diseases causedfor example by Monographella nivalis; Penicillium diseases caused forexample by Penicillium expansum; Phoma diseases caused for example byPhoma lingam; Phomopsis diseases caused for example by Phomopsis sojae;Phytophthora diseases caused for example by Phytophthora cactorum;Pyrenophora diseases caused for example by Pyrenophora graminea;Pyricularia diseases caused for example by Pyricularia oryzae; Pythiumdiseases caused for example by Pythium ultimum; Rhizoctonia diseasescaused for example by Rhizoctonia solani; Rhizopus diseases caused forexample by Rhizopus oryzae; Sclerotium diseases caused for example bySclerotium rolfsii; Septoria diseases caused for example by Septorianodorum; Typhula diseases caused for example by Typhula incarnata;Verticillium diseases caused for example by Verticillium dahliae;

Diseases caused by smut and bunt fungi, such as, for example,Sphacelotheca species, such as, for example, Sphacelotheca reiliana;Tilletia species, such as, for example, Tilletia caries; T. controversa;Urocystis species, such as, for example, Urocystis occulta; Ustilagospecies, such as, for example, Ustilago nuda; U. nuda tritici;

Fruit rot caused, for example, by Aspergillus species, such as, forexample, Aspergillus flavus; Botrytis species, such as, for example,Botrytis cinerea; Penicillium species, such as, for example, Penicilliumexpansum and P. purpurogenum; Sclerotinia species, such as, for example,Sclerotinia sclerotiorum; Verticilium species, such as, for example,Verticilium alboatrum;

Seed- and soil-borne rot and wilt diseases, and also diseases ofseedlings, caused, for example, by Fusarium species, such as, forexample, Fusarium culmorum; Phytophthora species, such as, for example,Phytophthora cactorum; Pythium species, such as, for example, Pythiumultimum; Rhizoctonia species, such as, for example, Rhizoctonia solani;Sclerotium species, such as, for example, Sclerotium rolfsii;

Cancerous diseases, galls and witches' broom caused, for example, byNectria species, such as, for example, Nectria galligena;

Wilt diseases caused, for example, by Monilinia species, such as, forexample, Monilinia laxa;

Deformations of leaves, flowers and fruits caused, for example, byTaphrina species, such as, for example, Taphrina deformans;

Degenerative diseases of woody plants caused, for example, by Escaspecies, such as, for example, Phaemoniella clamydospora andPhaeoacremonium aleophilum and Fomitiporia mediterranea;

Diseases of flowers and seeds caused, for example, by Botrytis species,such as, for example, Botrytis cinerea;

Diseases of plant tubers caused, for example, by Rhizoctonia species,such as, for example, Rhizoctonia solani; Helminthosporium species, suchas, for example, Helminthosporium solani;

Diseases caused by bacteriopathogens, such as, for example, Xanthomonasspecies, such as, for example, Xanthomonas campestris pv. oryzae;Pseudomonas species, such as, for example, Pseudomonas syringae pv.lachrymans; Erwinia species, such as, for example, Erwinia amylovora.

Preference is given to controlling the following diseases of soya beans:

Fungal diseases on leaves, stems, pods and seeds caused, for example, byalternaria leaf spot (Alternaria spec. atrans tenuissima), anthracnose(Colletotrichum gloeosporoides dematium var. truncatum), brown spot(Septoria glycines), cercospora leaf spot and blight (Cercosporakikuchii), choanephora leaf blight (Choanephora infundibulifera trispora(Syn.)), dactuliophora leaf spot (Dactuliophora glycines), downy mildew(Peronospora manshurica), drechslera blight (Drechslera glycini),frogeye leaf spot (Cercospora sojina), leptosphaerulina leaf spot(Leptosphaerulina trifolii), phyllostica leaf spot (Phyllostictasojaecola), pod and stem blight (Phomopsis sojae), powdery mildew(Microsphaera diffusa), pyrenochaeta leaf spot (Pyrenochaeta glycines),rhizoctonia aerial, foliage, and web blight (Rhizoctonia solani), rust(Phakopsora pachyrhizi Phakopsora meibomiae), scab (Sphacelomaglycines), stemphylium leaf blight (Stemphylium botryosum), target spot(Corynespora cassiicola).

Fungal diseases on roots and the stem base caused, for example, by blackroot rot (Calonectria crotalariae), charcoal rot (Macrophominaphaseolina), fusarium blight or wilt, root rot, and pod and collar rot(Fusarium oxysporum, Fusarium orthoceras, Fusarium semitectum, Fusariumequiseti), mycoleptodiscus root rot (Mycoleptodiscus terrestris),neocosmospora (Neocosmopspora vasinfecta), pod and stem blight(Diaporthe phaseolorum), stem canker (Diaporthe phaseolorum var.caulivora), phytophthora rot (Phytophthora megasperma), brown stem rot(Phialophora gregata), pythium rot (Pythium aphanidermatum, Pythiumirregulare, Pythium debaryanum, Pythium myriotylum, Pythium ultimum),rhizoctonia root rot, stem decay, and damping-off (Rhizoctonia solani),sclerotinia stem decay (Sclerotinia sclerotiorum), sclerotinia Southernblight (Sclerotinia rolfsii), thielaviopsis root rot (Thielaviopsisbasicola).

It is also possible to control resistant strains of the organismsmentioned above.

Microorganisms capable of degrading or changing the industrial materialswhich may be mentioned are, for example, bacteria, fungi, yeasts, algaeand slime organisms. The active compounds according to the inventionpreferably act against fungi, in particular moulds, wood-discolouringand wooddestroying fungi (Basidiomycetes) and against slime organismsand algae. Microorganisms of the following genera may be mentioned asexamples: Alternaria, such as Alternaria tenuis, Aspergillus, such asAspergillus niger, Chaetomium, such as Chaetomium globosum, Coniophora,such as Coniophora puetana, Lentinus, such as Lentinus tigrinus,Penicillium, such as Penicillium glaucum, Polyporus, such as Polyporusversicolor, Aureobasidium, such as Aureobasidium pullulans, Sclerophoma,such as Sclerophoma pityophila, Trichoderma, such as Trichoderma viride,Escherichia, such as Escherichia coli, Pseudomonas, such as Pseudomonasaeruginosa, and Staphylococcus, such as Staphylococcus aureus.

In addition, the compounds of the formula (I) according to the inventionalso have very good antimycotic activity. They have a very broadantimycotic activity spectrum in particular against dermatophytes andyeasts, moulds and diphasic fungi (for example against Candida speciessuch as Candida albicans, Candida glabrata) and Epidermophytonfloccosum, Aspergillus species such as Aspergillus niger and Aspergillusfumigatus, Trichophyton species such as Trichophyton mentagrophytes,Microsporon species such as Microsporon canis and audouinii. The list ofthese fungi by no means limits the mycotic spectrum which can becovered, but is only for illustration.

When applying the compounds according to the invention the applicationrates can be varied within a broad range. The dose of activecompound/application rate usually applied in the method of treatmentaccording to the invention is generally and advantageously

-   -   for treatment of part of plants, e.g. leafs (foliar treatment):        from 0.1 to 10,000 g/ha, preferably from 10 to 1,000 g/ha, more        preferably from 50 to 300g/ha; in case of drench or drip        application, the dose can even be reduced, especially while        using inert substrates like rockwool or perlite;    -   for seed treatment: from 1 to 200 g per 100 kg of seed,        preferably from 2 to 150 g per 100 kg of seed, more preferably        from 2.5 to 25 g per 100 kg of seed, even more preferably from        2.5 to 25 g per 100 kg of seed;    -   for soil treatment: from 0.1 to 10,000 g/ha, preferably from 1        to 5,000 g/ha.

The doses herein indicated are given as illustrative examples of themethod according to the invention. A person skilled in the art will knowhow to adapt the application doses, notably according to the nature ofthe plant or crop to be treated.

The combination according to the invention can be used in order toprotect plants within a certain time range after the treatment againstpests and/or phytopathogenic fungi and/or microorganisms. The timerange, in which protection is effected, spans in general 1 to 28 days,preferably 1 to 14 days, more preferably 1 to 10 days, even morepreferably 1 to 7 days after the treatment of the plants with thecombinations or up to 200 days after the treatment of plant propagationmaterial.

Furthermore combinations and compositions according to the invention mayalso be used to reduce the contents of mycotoxins in plants and theharvested plant material and therefore in foods and animal feed stuffmade therefrom. Especially but not exclusively the following mycotoxinscan be specified: Deoxynivalenole (DON), Nivalenole, 15-Ac-DON,3-Ac-DON, T2- und HT2-Toxins, Fumonisines, Zearalenone Moniliformine,Fusarine, Diaceotoxyscirpenole (DAS), Beauvericine, Enniatine,Fusaroproliferine, Fusarenole, Ochratoxins, Patuline, Ergotalkaloidesund Aflatoxines, which are caused for example by the following fungaldiseases: Fusarium spec., like Fusarium acuminatum, F. avenaceum, F.crookwellense, F. culmorum, F. graminearum (Gibberella zeae), F.equiseti, F. fujikoroi, F. musarum, F. oxysporum, F. proliferatum, F.poae, F. pseudograminearum, F. sambucinum, F. scirpi, F. semitectum, F.solani, F. sporotrichoides, F. langsethiae, F. subglutinans, F.tricinctum, F. verticillioides and others but also by Aspergillus spec.,Penicillium spec., Claviceps purpurea, Stachybotrys spec. and others.

The compounds of the formula (I) or salts thereof in combination withcompounds (B), (C) or (D) are also suitable for the selective control ofharmful organisms in a number of plant crops, for example in crops ofeconomic importance, such as cereals (wheat, barley, triticale, rye,rice, corn, millet), sugar beet, sugar cane, oilseed rape, cotton,sunflower, peas, beans and soybeans. Of particular interest is the usein monocotyledonous crops, such as cereals (wheat, barley, rye,triticale, sorghum), including corn and rice, and monocotyledonousvegetable crops, but also in dicotyledonous crops, such as, for example,soybean, oilseed rape, cotton, grape vines, vegetable plants, fruitplants and ornamental plants. The combinations are preferred for theselective control of harmful plants in useful plants (crops). Thecombinations according to the invention are also suitable forcontrolling harmful plants in beds and plots of useful plants andornamental plants, such as, for example, lawn plots with useful orornamental lawn, especially lolium, meadow grass or Bermuda grass.

In a particular embodiment, The compounds of the formula (I) or saltsthereof in combination with compounds (B), (C) or (D) are also suitablefor the selective control of harmful organisms in a number of plantsselected among cotton, vine, cereals (such as wheat, rice, barley,triticale), maize (corn), soybean, oilseed rape, sunflower, turf,horticultural crops, shrubs, fruit-trees and fruit-plants (such asapple-tree, peer-tree, citrus, banana, coffea, strawberry plant,raspberry plant), vegetables, particularly cereals, corn, oilseed rape,shrubs, fruit-trees and fruit-plants, vegetables and vines.

Also of interest from among the useful plants or crop plants in whichthe combinations according to the invention may be used are mutant cropswhich are completely or partially tolerant to certain pesticides orcompletely or partially tolerant transgenic crops, for example corncrops which are resistant to glufosinate or glyphosate, or soybean cropswhich are resistant to herbicidal imidazolinones. However, theparticular advantage of the combinations in this novel way is theirefficient action in crops which normally are insufficiently tolerant tothe pesticides being applied.

Accordingly, the invention also provides a method for the selectivecontrol of harmful plants in crops of useful plants which comprisesapplying an effective useful-plant-protecting amount of one or morecompounds (I) in combination with compounds (B), (C) or (D) or saltsthereof before, after or simultaneously with an amount, effectiveagainst harmful plants, of one or more herbicides to the plants, partsof plants, plant seeds or seed.

N-cyclopropyl amides of formula (I) wherein T represents an oxygen atom,can be prepared by condensation of a substituted N-cyclopropylbenzylamine with3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carbonyl chlorideaccording to WO-2007/087906 (process P1) and WO-2010/130767 (processP1—step 10).

Substituted N-cyclopropyl benzylamines are known or can be prepared byknown processes such as the reductive amination of a substitutedaldehyde with cyclopropanamine (J. Med. Chem., 2012, 55 (1), 169-196) orby nucleophilic substitution of a substituted benzyl alkyl (oraryl)sulfonate or a substituted benzyl halide with cyclopropanamine(Bioorg. Med. Chem., 2006, 14, 8506-8518 and WO-2009/140769).

3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carbonyl chloride canbe prepared according to WO-2010/130767 (process P1—steps 9 or 11)

N-cyclopropyl thioamides of formula (I) wherein T represents a sulfuratom, can be prepared by thionation of a N-cyclopropyl amide of formula(I) wherein T represents a oxygen atom, according to WO-2009/016220(process P1) and WO-2010/130767 (process P3).

The following examples illustrate in a non limiting manner thepreparation of the compounds of formula (I) according to the invention.

Preparation ofN-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide(compound A1) Step A: preparation ofN-(2-isopropylbenzyl)cyclopropanamine

To a solution of 55.5 g (971 mmol) of cyclopropanamine in 900 mL ofmethanol, are successively added 20 g of 3 Å molecular sieves and 73 g(1.21 mol) of acetic acid. 72 g (486 mmol) of 2-isopropyl-benzaldehydeare then added dropwise and the reaction mixture is further heated atreflux for 4 hours.

The reaction mixture is then cooled to 0° C. and 45.8 g (729 mmol) ofsodium cyanoborohydride are added by portion in 10 min and the reactionmixture is stirred again for 3 hours at reflux. The cooled reactionmixture is filtered over a cake of diatomaceous earth. The cake iswashed abundantly by methanol and the methanolic extracts areconcentrated under vacuum. Water is then added to the residue and the pHis adjusted to 12 with 400 mL of a 1 N aqueous solution of sodiumhydroxide. The watery layer is extracted with ethyl acetate, washed bywater (2×300 mL) and dried over magnesium sulfate to yield 81.6 g (88%)of N-(2-isopropylbenzyl)cyclopropanamine as a yellow oil used as such inthe next step.

The hydrochloride salt can be prepared by dissolvingN-(2-isopropylbenzyl)cyclopropanamine in diethyl-ether (1.4 mL/g) at 0°C. followed by addition of a 2 M solution of hydrochloric acid indiethylether (1.05 eq.). After a 2 hours stirring,N-(2-isopropylbenzyl)cyclopropanamine hydrochloride (1:1) is filteredoff, washed by diethylether and dried under vacuum at 40° C. for 48hours. Mp (melting point)=149° C.

Step B: preparation ofN-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide

To 40.8 g (192 mmol) of N-(2-isopropylbenzyl)cyclopropanamine in 1 L ofdry tetrahydrofurane are added at room temperature, 51 mL (366 mmol) oftriethylamine. A solution of 39.4 g (174 mmol) of3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carbonyl chloride in800 mL of dry tetrahydrofurane is then added dropwise while maintainingthe temperature below 34° C. The reaction mixture is heated at refluxfor 2 hours then left overnight at room temperature. Salts are filteredoff and the filtrate is concentrated under vacuum to yield 78.7 g of abrown oil. Column chromatography on silica gel (750 g—gradientn-heptane/ethyl acetate) yields 53 g (71% yield) ofN-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamideas a yellow oil that slowly crystallizes. Mp=76-79° C.

In the same way, compounds A2 to A19 can be prepared according to thepreparation described for compound A1.

Preparation ofN-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carbothioamide(compound A20)

A solution of 14.6 g (65 mmol) of phosphorus pentasulfide and 48 g (131mmol) ofN-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamidein 500 ml of dioxane are heated at 100° C. for 2 hours. 50 ml of waterare then added and the reaction mixture is further heated at 100° C. foranother hour. The cooled reaction mixture is filtered over a basicalumina cartridge. The cartridge is washed by dichloromethane and thecombined organic extracts are dried over magnesium sulfate andconcentrated under vacuum to yield 55.3 g of an orange oil. The residueis tritured with a few mL of diethyl-ether until crystallisation occurs.Crystals are filtered off and dried under vacuum at 40° C. for 15 hoursto yield 46.8 g (88% yield) ofN-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carbothioamide.Mp=64-70° C.

Table 1 provides the log P and NMR data (¹H) of compounds A1 to A20.

In table 1, the log P values were determined in accordance with EECDirective 79/831 Annex V.A8 by HPLC (High Performance LiquidChromatography) on a reversed-phase column (C 18), using the methoddescribed below:

Temperature: 40° C.; Mobile phases: 0.1% aqueous formic acid andacetonitrile; linear gradient from 10% acetonitrile to 90% acetonitrile.

Calibration was carried out using unbranched alkan-2-ones (comprising 3to 16 carbon atoms) with known log P values (determination of the log Pvalues by the retention times using linear interpolation between twosuccessive alkanones). lambda-max-values were determined usingUV-spectra from 200 nm to 400 nm and the peak values of thechromatographic signals.

Cmpd logP NMR A1 3.35 ¹H NMR (500 MHz, CHCl₃-d): δ ppm 0.64 (bs, 4H),1.21 (d, J = 6.60 Hz, 6H), 2.44-2.80 (m, 1H), 3.01-3.29 (m, 1H), 3.78(s, 3H), 4.76 (bs, 2H), 6.89 (t, J = 54.70 Hz, 1H), 7.12-7.33 (m, 4H).A2 3.44 ¹H NMR (500 MHz, CHCl₃-d): δ ppm 0.47-0.77 (m, 6H) 0.80-1.04 (m,2H), 1.92 (bs, 1H), 2.66 (bs, 1H), 3.80 (s, 3H), 4.92 (bs, 2H), 6.90 (t,J = 54.50 Hz, 1H), 7.01-7.25 (m, 4H). A3 4.06 ¹H NMR (500 MHz, CHCl₃-d):δ ppm 0.61 (bs, 4H), 1.46 (s, 9H), 2.77-2.98 (m, 1H), 3.89 (s, 3H), 5.05(bs, 2 H), 6.91 (t, J = 54.70 Hz, 1H), 7.20 (bs, 3H), 7.35-7.48 (m, 1H).A4 3.76 ¹H NMR (300 MHz, CHCl₃-d): δ ppm 0.65-0.69 (m, 4H), 1.21 (t,3H), 2.62-2.64 (m, 3H), 3.81 (s, 3H), 4.70 (s, 2H), 6.85 (t, J = 54.6Hz, 1H), 7.04-7.22 (m, 3H). A5 4.09 ¹H NMR (500 MHz, CHCl₃-d): δ ppm0.63-0.73 (m, 4H), 1.22 (d, J = 6.92 Hz, 6H), 2.59-2.87 (m, 1H),2.98-3.30 (m, 1H), 3.82 (s, 3H), 4.74 (bs, 2H), 6.88 (t, J = 54.40 Hz,1H), 7.20-7.27 (m, 3H). A6 3.41 ¹H NMR (300 MHz, CHCl₃-d): δ ppm0.65-0.66 (m, 4H), 1.21 (t, 3H), 2.62 (q, 2H), 2.64 (bs, 1H), 3.81 (s,3H), 4.71 (s, 2H), 6.86 (t, J = 54.6 Hz, 1H), 6.89-6.95 (m, 2H),7.13-7.18 (m, 1H). A7 3.70 ¹H NMR (300 MHz, CHCl₃-d): δ ppm 0.65-0.69(m, 4H), 1.22 (d, 6H), 2.69 (bs, 1H), 3.10-3.14 (m, 1H), 3.81 (s, 3H),4.75 (s, 2H), 6.86 (t, J = 54.6 Hz, 1H), 6.88-6.93 (m, 2H), 7.23-7.28(m, 1H). A8 3.46 ¹H NMR (300 MHz, CHCl₃-d): δ ppm 0.60-0.66 (m, 6H),0.89-0.95 (m, 2H), 1.82-1.84 (m, 1H), 2.73 (bs, 1H), 3.81 (s, 3H), 4.89(s, 2H), 6.68-6.99 (m, 4H). A9 4.21 ¹H NMR (300 MHz, CHCl₃-d): δ ppm0.64-0.68 (m, 4H), 1.56-1.62 (m, 2H), 1.62-1.70 (m, 2H), 1.76-1.83 (m,2H), 1.96-2.05 (m, 2H), 2.71 (bs, 1H), 3.13-3.19 (m, 1H), 3.81 (s, 3H),4.76 (s, 2H), 6.86 (t, J = 54.0 Hz, 1H), 6.87-6.97 (m, 2H), 7.23-7.28(m, 1H). A10 3.65 ¹H NMR (400 MHz, CHCl₃-d): δ ppm 0.65 (bs, 4H), 1.21(d, J = 6.75 Hz, 5H), 2.29-2.59 (m, 1H), 3.00-3.36 (m, 1H), 3.79 (s,3H), 4.83 (s, 2H), 6.68-7.06 (m, 2H), 7.13 (d, J = 7.78 Hz, 1H),7.27-7.33 (m, 1H). A11 3.70 ¹H NMR (500 MHz, CHCl₃-d): δ ppm 0.65 (bs,4H), 2.31 (s, 3H), 2.64 (m, 1H), 3.81 (s, 3H), 4.73 (bs, 2H), 6.89 (t, J= 54.6 Hz, 1H), 7.01-7.14 (m, 3H). A12 3.99 ¹H NMR (500 MHz, CHCl₃-d): δppm 0.66 (bs, 4H), 1.22 (d, J = 6.97 Hz, 6H), 2.31 (s, 3H), 2.54-2.75(m, 1H), 2.99-3.25 (m, 1H), 3.81 (s, 3H), 4.75 (bs, 2H), 6.89 (t, J =53.90 Hz, 1H), 7.01-7.23 (m, 3H). A13 3.76 ¹H NMR (500 MHz, CHCl₃-d): δppm 0.61-0.68 (m, 6H), 0.80-1.00 (m, 2H), 1.74-2.00 (m, 1H), 2.31 (s,3H), 2.53-2.82 (m, 1H), 3.81 (s, 3H), 4.89 (bs, 2H), 6.83 (t, J = 54.80Hz, 1H), 6.91-7.06 (m, 3H). A14 4.36 ¹H NMR (500 MHz, CHCl₃-d): δ ppm0.62 (m, 4H), 1.44 (s, 9H), 2.28 (s, 3H), 2.74-3.02 (m, 1H), 3.83 (bs,3H), 5.02 (bs, 2H), 6.85 (t, J = 54.40 Hz, 1 H), 7.01 (bs, 1H),7.21-7.29 (m, 2 H). A15 3.80 ¹H NMR (500 MHz, CHCl₃-d): δ ppm 0.50-0.67(m, 4H), 2.81 (bs, 1H), 3.78 (s, 3H), 4.85 (bs, 2H), 6.78 (t, J = 55.00Hz, 1H), 7.20-7.29 (m, 2H), 7.54 (d, J = 8.17 Hz, 1H). A16 3.78 ¹H NMR(500 MHz, CHCl₃-d): δ ppm 0.55-0.70 (m, 4H), 2.37 (s, 3H), 2.72-3.04 (m,1H), 3.83 (bs, 3H), 4.91 (bs, 2H), 6.86 (t, J = 54.50 Hz, 1H), 7.10-7.20(m, 2H), 7.54 (d, J = 7.89 Hz, 1H). A17 3.46 ¹H NMR (500 MHz, CHCl₃-d):δ ppm 0.47-0.64 (m, 4H), 2.29-2.55 (m, 1H), 3.80 (s, 3H), 5.05 (s, 2H),6.95 (t, J = 54.40 Hz, 1H), 7.40 (t, J = 7.86 Hz, 1H), 7.60-7.70 (dd,2H). A18 3.62 ¹H NMR (500 MHz, CHCl₃-d): δ ppm 0.50-0.74 (m, 4H),2.45-2.71 (m, 1H), 3.81 (s, 3H), 4.99 (s, 2H), 6.91 (t, J = 54.40 Hz,1H), 7.45-7.57 (m, 2H). A19 4.04 ¹H NMR (500 MHz, CHCl₃-d): δ ppm 0.65(bs, 4H), 1.20 (t, J = 7.43 Hz, 3H), 2.22 (s, 3H), 2.24 (s, 3H),2.58-2.64 (m, 2H), 3.80 (s, 3H), 4.70 (bs, 2H), 6.89 (t, J = 54.70 Hz,3H), 6.98 (bs, 2H). A20 4.36 ¹H NMR (500 MHz, CHCl₃-d): δ ppm 0.55-0.84(m, 4H), 1.27 (d, J = 6.97 Hz, 6H), 2.73-2.85 (m, 1H), 3.04-3.23 (m,1H), 3.80 (s, 3H), 4.60-5.06 (m, 1H), 6.99-7.38 (m, 5H).

The good fungicidal activity of the active compound combinationsaccording to the invention is evident from the example below. While theindividual active compounds exhibit weaknesses with regard to thefungicidal activity, the combinations have an activity which exceeds asimple addition of activities. A synergistic effect of fungicides isalways present when the fungicidal activity of the active compoundcombinations exceeds the total of the activities of the active compoundswhen applied individually. The expected activity for a given combinationof two active compounds can be calculated as follows (cf. Colby, S. R.,“Calculating Synergistic and Antagonistic Responses of HerbicideCombinations”, Weeds 1967, 15, 20-22):

If

-   X is the efficacy when active compound A is applied at an    application rate of m ppm (or g/ha),-   Y is the efficacy when active compound B is applied at an    application rate of n ppm (or g/ha),-   E is the efficacy when the active compounds A and B are applied at    application rates of m and n ppm (or g/ha), respectively, and    then

$E = {X + Y - \frac{X \cdot Y}{100}}$

The degree of efficacy, expressed in % is denoted. 0% means an efficacywhich corresponds to that of the control while an efficacy of 100% meansthat no disease is observed. If the actual fungicidal activity exceedsthe calculated value, then the activity of the combination issuperadditive, i.e. a synergistic effect exists. In this case, theefficacy which was actually observed must be greater than the value forthe expected efficacy (E) calculated from the abovementioned formula. Afurther way of demonstrating a synergistic effect is the method ofTammes (cf. “Isoboles, a graphic representation of synergism inpesticides” in Neth. J. Plant Path., 1964, 70, 73-80).

EXAMPLE A: BLUMERIA TEST (BARLEY)/PREVENTIVE

-   Solvent: 49 parts by weight of N,N-dimethylacetamide-   Emulsifier: 1 part by weight of alkylaryl polyglycol ether

To produce a suitable preparation of active compound, 1 part by weightof active compound or active compound combination is mixed with thestated amounts of solvent and emulsifier, and the concentrate is dilutedwith water to the desired concentration.

To test for preventive activity, young plants are sprayed with thepreparation of active compound or active compound combination at thestated rate of application.

After the spray coating has been dried, the plants are dusted withspores of Blumeria graminis f.sp. hordei.

The plants are placed in the greenhouse at a temperature ofapproximately 18° C. and a relative atmospheric humidity ofapproximately 80% to promote the development of mildew pustules.

The test is evaluated 7 days after the inoculation. 0% means an efficacywhich corresponds to that of the untreated control, while an efficacy of100% means that no disease is observed.

The table below clearly shows that the observed activity of the activecompound combination according to the invention is greater than thecalculated activity, i.e. a synergistic effect is present.

Blumeria Test (Barley)/Preventive

Application rate of active compound in Efficacy in % Active compoundsppm a.i. found* calc.** (A5) N-(5-chloro-2-isopropylbenzyl)- 62.5 56N-cyclopropyl-3-(difluoromethyl)-5- fluoro-1-methyl-1H-pyrazole-4-carboxamide (B-14.1) glyphosate 5 11 (B-13.3) glufosinate-ammonium 5 0(A5) + (B-14.1) 12.5:1 62.5 + 5 89 61 (A5) + (B-13.3) 12.5:1 62.5 + 5 9456 *found = activity found **calc. = activity calculated using Coby'sformula

EXAMPLE B: LEPTOSPHAERIA NODORUM TEST (WHEAT)/PREVENTIVE

-   Solvent: 49 parts by weight of N,N-dimethylacetamide-   Emulsifier: 1 part by weight of alkylaryl polyglycol ether

To produce a suitable preparation of active compound, 1 part by weightof active compound or active compound combination is mixed with thestated amounts of solvent and emulsifier, and the concentrate is dilutedwith water to the desired concentration.

To test for preventive activity, young plants are sprayed with thepreparation of active compound or active compound combination at thestated rate of application.

After the spray coating has been dried, the plants are sprayed with aspore suspension of Leptosphaeria nodorum. The plants remain for 48hours in an incubation cabinet at approximately 20° C. and a relativeatmospheric humidity of approximately 100%.

The plants are placed in the greenhouse at a temperature ofapproximately 22° C. and a relative atmospheric humidity ofapproximately 80%.

The test is evaluated 8 days after the inoculation. 0% means an efficacywhich corresponds to that of the untreated control, while an efficacy of100% means that no disease is observed.

The table below clearly shows that the observed activity of the activecompound combination according to the invention is greater than thecalculated activity, i.e. a synergistic effect is present.

Leptosphaeria nodorum Test (Wheat)/Preventive

Application rate of active compound in Efficacy in % Active compoundsppm a.i. found* calc.** (A5) N-(5-chloro-2-isopropylbenzyl)- 31 50N-cyclopropyl-3-(difluoromethyl)-5- fluoro-1-methyl-1H-pyrazole-4-carboxamide (D-23) mefenpyr-diethyl 25 17 (D-19) isoxadifen-ethylen 2517 (D-62) cyprosulfamide 25 0 (A5) + (D-23) 1.24:1 31 + 25 67 59 (A5) +(D-19) 1.24:1 31 + 25 83 59 (A5) + (D-62) 1.24:1 31 + 25 83 50 *found =activity found **calc. = activity calculated using Colby's formula

The invention claimed is:
 1. A composition comprising a fungicidallysynergistically effective amount of (A) at least one compound of formula(I)

wherein T is an oxygen and X is selected from the list of5-chloro-2-ethyl, 5-chloro-2-isopropyl, 2-ethyl-5-fluoro,5-fluoro-2-isopropyl, 2-cyclopropyl-5-fluoro, and 2-fluoro-6-isopropyl,or an agrochemically acceptable salt thereof, and (B) at least onefurther herbicidally active compound selected from the group consistingof glyphosate, glyphosate-sodium, glyphosate-isopropylammonium,bilanafos, glufosinate, and glufosinate-ammonium, or (D)isoxadifen-ethyl for reducing phytotoxic actions of agrochemicals. 2.The composition according to claim 1, wherein the compound of theformula (I) isN-(5-chloro-2-isopropylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide(compound A5).
 3. The composition according to claim 1, furthercomprising an auxiliary, solvent, carrier, surfactant or extender.
 4. Amethod for controlling phytopathogenic fungi in crop protection,comprising applying the composition according to claim 3 to seed, aplant, to fruits of plants or to soil on which the plant grows or issupposed to grow.
 5. The method according to claim 4, comprisingtreating the plant, the fruits of plants or the soil on which the plantgrows or is intended to grow.
 6. The method according to claim 4,comprising treating leaves with from 0.1 to 10,000 g/ha or seed withfrom 2 to 200 g per 100 kg of seed.
 7. Seed treated with the compositionof claim
 3. 8. The composition according to claim 1 further comprisingat least one safener.
 9. A method for controlling phytopathogenic fungiin crop protection, wherein the composition according to claim 1 isapplied to seed, a plant, to fruits of plants or to soil on which theplant grows or is supposed to grow.
 10. The method according to claim 9,comprising treating the plant, the fruits of plants or the soil on whichthe plant grows or is intended to grow.
 11. The method according toclaim 9, comprising treating leaves with from 0.1 to 10,000 g/ha or seedwith from 2 to 200 g per 100 kg of seed.
 12. Seed treated with thecomposition according to claim 1.